Cas no 92676-86-3 (Cefprozil (E)-Isomer)

Cefprozil (E)-Isomer structure
Cefprozil (E)-Isomer structure
Product Name:Cefprozil (E)-Isomer
CAS No:92676-86-3
MF:C18H19N3O5S
MW:389.425563097
CID:1063195
Update Time:2023-10-12

Cefprozil (E)-Isomer Chemical and Physical Properties

Names and Identifiers

    • Cefprozil (E)-Isomer
    • (6R,7R)-7-{[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino}-8-oxo-3 -[(1Z)-1-propen-1-yl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbo xylic acid hydrate (1:1)
    • ((E)-4-oxo-thiazolidin-2-ylidene)-acetic acid methyl ester
    • (7R,8R)-7-[(R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3-[(E)-propen-1-yl]-3-cephem-4-carboxylic acid
    • 7-[2-amino-2-(4-hydroxyphenyl)acetamido]-3-[(E)-propen-1-yl]-3-cephem-4-carboxylic acid
    • Acetic acid,(4-oxo-2-thiazolidinylidene)-,methyl ester,(E)
    • E-Carbomethoxymethylenthiazolidin-4-on
    • E-cefprozil
    • trans-Cefprozil
    • (6R,7R)-7-[[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-(1E)-1-propen-1-yl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (ACI)
    • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-amino(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-(1E)-1-propenyl-, (6R,7R)- (9CI)
    • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[amino(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-(1-propenyl)-, [6R-[3(E),6α,7β(R*)]]- (ZCI)
    • BMY 28167
    • Inchi： 1S/C18H19N3O5S/c1-2-3-10-8-27-17-13(16(24)21(17)14(10)18(25)26)20-15(23)12(19)9-4-6-11(22)7-5-9/h2-7,12-13,17,22H,8,19H2,1H3,(H,20,23)(H,25,26)/b3-2+/t12-,13-,17-/m1/s1
    • InChI Key： WDLWHQDACQUCJR-ZAMMOSSLSA-N
    • SMILES： C(C1=C(/C=C/C)CS[C@@H]2[C@@H](C(N12)=O)NC(=O)[C@@H](C1C=CC(O)=CC=1)N)(=O)O

Computed Properties

  • Exact Mass: 407.11500
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 6

Experimental Properties

  • Melting Point: 230° (dec)
  • PSA: 170.98000
  • LogP: 2.12090

Cefprozil (E)-Isomer Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
C243925-5mg
Cefprozil (E)-Isomer
 92676-86-3
5mg
 $ 165.00 2022-04-01
TRC
C243925-25mg
Cefprozil (E)-Isomer
 92676-86-3
25mg
 $ 645.00 2022-04-01
TRC
C243925-100mg
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 92676-86-3
100mg
 $ 1705.00 2022-04-01

Cefprozil (E)-Isomer Production Method

Production Method 1

Reaction Conditions
1.1 Catalysts: Proteinase Solvents: Water ;  5 min
Reference
Non-aqueous phase synthesis of trans-cefprozil via protease catalysis
Wang, Lin; Yin, Ruo-chun; Wang, Jin-yu; Zhang, Shuo; Liang, Yu; et al, Zhongguo Kangshengsu Zazhi, 2015, 40(6), 419-423

Production Method 2

Reaction Conditions
1.1 Solvents: Water ;  30 min, pH 7, 30 - 35 °C
1.2 Reagents: Sodium dodecyl sulfate Solvents: 1,4-Dioxane ;  2 h, 30 - 35 °C
1.3 Reagents: Hydrochloric acid
1.4 Reagents: Sodium hydroxide Solvents: Water ;  pH 6.5 - 7.5
Reference
Preparation method of cefprozil
, China, , ,

Production Method 3

Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Water ;  pH 1 - 1.5; -40 °C → 20 °C
1.2 Reagents: Ammonia Solvents: Water ;  pH 5.7 - 6.1, 20 °C; 0 - 5 °C
Reference
Synthesis and confirmation of an unknown impurity in Cefprozil
Qiu, Jia-jun; Wang, Zong-li; Hu, Lin-na; Zhang, Li-juan; Hou, Zhong-ke, Jingxi Huagong Zhongjianti, 2016, 46(1), 53-56

Production Method 4

Reaction Conditions
1.1 Reagents: Ammonium hydroxide Solvents: Water ;  pH 8.0, 10 °C
1.2 10 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 6.5
1.4 Reagents: Ammonium hydroxide Catalysts: Penicillin amidase Solvents: Water ;  40 min, pH 6.5, 15 °C
Reference
Synthesis of (6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(1E)-1-propen-1-yl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (trans-cefprozil)
Feng, Shengxi; Liang, Shizhong; Kameyama, Yutaka, Zhongguo Kangshengsu Zazhi, 2007, 32(1), 22-24

Production Method 5

Reaction Conditions
Reference
Synthesis of cephalosporin derivatives for treating bacterial infections
, United States, , ,

Production Method 6

Reaction Conditions
Reference
Synthesis and structure-activity relationships of a new oral cephalosporin, BMY-28100 and related compounds
Naito, Takayuki; Hoshi, Hideaki; Aburaki, Shimpei; Abe, Yoshio; Okumura, Jun; et al, Journal of Antibiotics, 1987, 40(7), 991-1005

Production Method 7

Reaction Conditions
Reference
Cephalosporanic acid derivatives
, United Kingdom, , ,

Production Method 8

Reaction Conditions
Reference
Substituted vinylcephalosporin compounds and their use as antibiotics
, Federal Republic of Germany, , ,

Cefprozil (E)-Isomer Raw materials

Cefprozil (E)-Isomer Preparation Products

Cefprozil (E)-Isomer Related Literature

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