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Merck2006

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[½»Á÷] Çó79814-40-7beilstein»òCA¼ìË÷Ò»¸ö

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±êÌâ:R)-(+)-2-Acetoxysuccinic anhydride
Synonym£º (R)-3-Acetoxy-dihydro-2,5-furandione
O-Acetyl-D-malic anhydride
µÇ¼ºÅCAS Number:79814-40-7
         Beilstein Registry Number :130824

[ Last edited by Merck2006 on 2007-7-5 at 10:05 ]

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xuhuisheng001

½ð³æ (ÕýʽдÊÖ)

Beilstein Data: Copyright (c) 1988-2006, Beilstein Institut zur Foerderung der Chemischen Wissenschaften licensed to Beilstein GmbH and MDL Information Systems GmbH. All rights reserved.
Reaction (Beilstein(2006/04):Reactions:Q08 hit 6, RX.ID 3316068)
Reaction ID        3316068

Reactant BRN        1723541 (S)-hydroxysuccinic acid

        605303 acetyl chloride

Product BRN        82504 (S)-acetoxy-succinic acid-anhydride

No. of Reaction Details        7
Find similar reactions        click here
Field Availability List (Beilstein(2006/04):Reactions:Q08 hit 6, RX.ID 3316068)
Code        Field Name        Occ.
RX        Reaction Details        7
Reaction Details 1 of 7 (Beilstein(2006/04):Reactions:Q08 hit 6, RX.ID 3316068)
Reaction Classification        Preparation
Yield        99 percent (BRN=82504)
Time        3 hour(s)
Other Conditions        Heating
Ref. 1        6407216; Journal; Ensch, Corinne; Hesse, Manfred; HCACAV; Helv. Chim. Acta; EN; 86; 1; 2003; 233 - 246.
Reaction Details 2 of 7 (Beilstein(2006/04):Reactions:Q08 hit 6, RX.ID 3316068)
Reaction Classification        Preparation
Time        5 hour(s)
Other Conditions        Heating
Reaction Type        Acetylation
        cyclization
Ref. 1        6202664; Journal; Jin, Liren; Wu, Hong; Wu, Huailing; Huang, Peiqiang; Jung, Kyeongeun; Lim, Hong; CMLTAG; Chem. Lett.; EN; 7; 1999; 687 - 688.
Reaction Details 3 of 7 (Beilstein(2006/04):Reactions:Q08 hit 6, RX.ID 3316068)
Reaction Classification        Preparation
Reagent        acetic anhydride
Reaction Type        Acetylation
        dehydratation
Ref. 1        6175361; Journal; Delagrange, Samuel; Nepveu, Francoise; TELEAY; Tetrahedron Lett.; EN; 40; 27; 1999; 4989 - 4992.
Reaction Details 4 of 7 (Beilstein(2006/04):Reactions:Q08 hit 6, RX.ID 3316068)
Reaction Classification        Preparation
Yield        100 percent (BRN=82504)
Time        2 hour(s)
Other Conditions        Heating
Ref. 1        6017128; Journal; Louwrier, Saskia; Ostendorf, Martin; Boom, Arnoud; Hiemstra, Henk; Speckamp, W. Nico; TETRAB; Tetrahedron; EN; 52; 7; 1996; 2603-2628.
Reaction Details 5 of 7 (Beilstein(2006/04):Reactions:Q08 hit 6, RX.ID 3316068)
Reaction Classification        Preparation
Time        3 hour(s)
Other Conditions        Heating
Ref. 1        5785890; Journal; Meier, Heidi; Uebelhart, Peter; Eugster, Conrad Hans; HCACAV; Helv. Chim. Acta; GE; 69; 1986; 106-123.
Reaction Details 6 of 7 (Beilstein(2006/04):Reactions:Q08 hit 6, RX.ID 3316068)
Reaction Classification        Preparation
Time        10 hour(s)
Other Conditions        Heating
Ref. 1        5653519; Journal; Yoda, Hidemi; Kitayama, Hidekazu; Katagiri, Takao; Takabe, Kunihiko; TETRAB; Tetrahedron; EN; 48; 16; 1992; 3313-3322.
Reaction Details 7 of 7 (Beilstein(2006/04):Reactions:Q08 hit 6, RX.ID 3316068)
Reaction Classification        Preparation
Time        1.5 hour(s)
Other Conditions        Heating
Ref. 1        5642974; Journal; Klaver, Wim J.; Hiemstra, Henk; Speckamp, W. Nico; JACSAT; J. Am. Chem. Soc.; EN; 111; 7; 1989; 2588-2595.
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1   Jung, Grace; Yee, James Gee Ken; Chou, Doug Ta Hung; Plouvier, Bertrand M. C.  Synthetic processes for the preparation of aminocyclohexyl ether compounds.    PCT Int. Appl.  (2006),     104pp.  CODEN: PIXXD2  WO  2006138673  A2  20061228  CAN 146:100552  AN 2006:1354283    CAPLUS
2  Plouvier, Betrand M. C.; Chou, Doug Ta Hung; Jung, Grace; Choi, Lewis Siu Leung; Sheng, Tao; Barrett, Anthony G. M.; Passafaro, Marco S.; Kurz, Martin; Moeckli, Daniel; Ulmann, Pirmin; Hedinger, Alfred.  Synthetic process for stereoselective preparation of aminocyclohexyl ether compounds using resolution of racemic intermediates.    PCT Int. Appl.  (2006),     231pp.  CODEN: PIXXD2  WO  2006088525  A1  20060824  CAN 145:271413  AN 2006:841658    CAPLUS
3  Gogoi, Sanjib; Argade, Narshinha P.  A facile two-step chemoenzymatic access to natural germination inhibitor (+)-erigeronic acid A.    Tetrahedron  (2006),  62(13),  2999-3003.  CODEN: TETRAB  ISSN:0040-4020.  CAN 144:432595  AN 2006:206999    CAPLUS
4   Wu, Hon-sun.  Preparation of (optically active) b-substituted g-butyrolactones.    Jpn. Kokai Tokkyo Koho  (2004),     25 pp.  CODEN: JKXXAF  JP  2004161614  A  20040610  CAN 141:23414  AN 2004:472267    CAPLUS
5  Giordani, Antonio; Pevarello, Paolo; Speciale, Carmela; Varasi, Mario.  Preparation of 4-phenyl-4-oxobutanoates as kynurenine-3-hydroxylase inhibitors.    PCT Int. Appl.  (1997),     63 pp.  CODEN: PIXXD2  WO  9717317  A1  19970515  CAN 127:50402  AN 1997:433650    CAPLUS
6  Kurauchi, Masahiko; Hagiwara, Yoshimasa; Matsueda, Hiroyuki; Nakano, Takashi; Izawa, Kunisuke.  Process for producing optically active 2-hydroxy-4-arylbutyric acid or its ester, and intermediate therefor.    Eur. Pat. Appl.  (1997),     10 pp.  CODEN: EPXXDW  EP  759424  A1  19970226  CAN 126:238130  AN 1997:257370    CAPLUS
7  Hart, David J.; Yang, Teng Kuei.  N-Acyliminium ion rearrangements:  generalities and application to the synthesis of pyrrolizidine alkaloids.    Journal of Organic Chemistry  (1985),  50(2),  235-42.  CODEN: JOCEAH  ISSN:0022-3263.  CAN 102:62494  AN 1985:62494    CAPLUS
8  Hart, David J.; Yang, Teng Kuei.  Enantioselective syntheses of (-)-hastanecine and its enantiomer using malic acid as a chiral educt.    Journal of the Chemical Society, Chemical Communications  (1983),   (3),  135-6.  CODEN: JCCCAT  ISSN:0022-4936.  CAN 99:54039  AN 1983:454039    CAPLUS
9  Kumar, S.; Gupta, R. C.; Gupta, C. M.; Anand, Nitya.  A new synthetic approach to 8-aza analogs of prostaglandins.    Indian Journal of Chemistry, Section B:  Organic Chemistry Including Medicinal Chemistry  (1981),  20B(7),  595-6.  CODEN: IJSBDB  ISSN:0376-4699.  CAN 95:203380  AN 1981:603380    CAPLUS
2Â¥2007-07-05 10:33:50
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xuhuisheng001

½ð³æ (ÕýʽдÊÖ)

Beilstein Data: Copyright (c) 1988-2006, Beilstein Institut zur Foerderung der Chemischen Wissenschaften licensed to Beilstein GmbH and MDL Information Systems GmbH. All rights reserved.
Reaction (Beilstein(2006/04):Reactions:Q08 hit 1, RX.ID 556438)
Reaction ID        556438

Reactant BRN        1723541 (S)-hydroxysuccinic acid

        385737 acetic acid anhydride

Product BRN        82504 (S)-acetoxy-succinic acid-anhydride

No. of Reaction Details        2
Find similar reactions        not available
Field Availability List (Beilstein(2006/04):Reactions:Q08 hit 1, RX.ID 556438)
Code        Field Name        Occ.
RX        Reaction Details        2
Reaction Details 1 of 2 (Beilstein(2006/04):Reactions:Q08 hit 1, RX.ID 556438)
Reaction Classification        Preparation
Yield        98 percent (BRN=82504)
Time        2 hour(s)
Temperature        30 C
Ref. 1        6319336; Journal; Mhaske, Santosh B.; Argade, Narshinha P.; JOCEAH; J. Org. Chem.; EN; 66; 26; 2001; 9038 - 9040.
Ref. 2        6547969; Journal; Mhaske, Santosh B.; Argade, Narshinha P.; JOCEAH; J. Org. Chem.; EN; SIR66; 26; 2001; 9038 - 9040.
Reaction Details 2 of 2 (Beilstein(2006/04):Reactions:Q08 hit 1, RX.ID 556438)
Reaction Classification        Preparation
Reagent        sulfuric acid
Ref. 1        529642; Journal; Jones; JCSOA9; J. Chem. Soc.; 1933; 788, 795.
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3Â¥2007-07-05 11:00:55
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xuhuisheng001

½ð³æ (ÕýʽдÊÖ)

Beilstein Data: Copyright (c) 1988-2006, Beilstein Institut zur Foerderung der Chemischen Wissenschaften licensed to Beilstein GmbH and MDL Information Systems GmbH. All rights reserved.
Reaction (Beilstein(2006/04):Reactions:Q08 hit 4, RX.ID 3316064)
Reaction ID        3316064

Reactant BRN        1723530 L-aspartic acid

        605303 acetyl chloride

Product BRN        82504 (S)-acetoxy-succinic acid-anhydride

No. of Reaction Details        1
Find similar reactions        click here
Field Availability List (Beilstein(2006/04):Reactions:Q08 hit 4, RX.ID 3316064)
Code        Field Name        Occ.
RX        Reaction Details        1
Reaction Details (Beilstein(2006/04):Reactions:Q08 hit 4, RX.ID 3316064)
Reaction Classification        Preparation
Reagent        1.) sodium nitrite, aq. HCl
Other Conditions        1.) water, 0 deg C, 14 h, 2.) 40 deg C, 2 h
Note 1        Yield given. Multistep reaction
Ref. 1        5773177; Journal; Henrot, Serge; Larcheveque, Marc; Petit, Yves; SYNCAV; Synth. Commun.; EN; 16; 2; 1986; 183-190.
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