7-<2-(2-aminothiazol-4-yl)-2-<(Z)-(1-carboxy-1-methylethox)imino>acetamido>-3-<3-(3-chloro-4,5-dihydroxyphenyl)-3-oxopropyl>ceph-3-em-4-carboxylic acid

Base Information

Chemical Name:7-<2-(2-aminothiazol-4-yl)-2-<(Z)-(1-carboxy-1-methylethox)imino>acetamido>-3-<3-(3-chloro-4,5-dihydroxyphenyl)-3-oxopropyl>ceph-3-em-4-carboxylic acid
CAS No.:141613-39-0
Molecular Formula:C₂₅H₂₄ClN₅O₁₀S₂
Molecular Weight:654.078
Hs Code.:

7-<2-(2-aminothiazol-4-yl)-2-<(Z)-(1-carboxy-1-methylethox)imino>acetamido>-3-<3-(3-chloro-4,5-dihydroxyphenyl)-3-oxopropyl>ceph-3-em-4-carboxylic acid

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Chemical Property of 7-<2-(2-aminothiazol-4-yl)-2-<(Z)-(1-carboxy-1-methylethox)imino>acetamido>-3-<3-(3-chloro-4,5-dihydroxyphenyl)-3-oxopropyl>ceph-3-em-4-carboxylic acid

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Technology Process of 7-<2-(2-aminothiazol-4-yl)-2-<(Z)-(1-carboxy-1-methylethox)imino>acetamido>-3-<3-(3-chloro-4,5-dihydroxyphenyl)-3-oxopropyl>ceph-3-em-4-carboxylic acid

There total 9 articles about 7-<2-(2-aminothiazol-4-yl)-2-<(Z)-(1-carboxy-1-methylethox)imino>acetamido>-3-<3-(3-chloro-4,5-dihydroxyphenyl)-3-oxopropyl>ceph-3-em-4-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 87932-49-8
3-chloro-4,5-dihydroxybenzoic acid

: 141613-39-0
7-<2-(2-aminothiazol-4-yl)-2-<(Z)-(1-carboxy-1-methylethox)imino>acetamido>-3-<3-(3-chloro-4,5-dihydroxyphenyl)-3-oxopropyl>ceph-3-em-4-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: TEA

2: SOCl₂

3: 1.) NaH

4: AcONa / 2-methyl-propan-2-ol

5: BF₃*Et₂O / tetrahydrothiophene 1,1-dioxide / 4 h / Ambient temperature

6: H₂O / tetrahydrothiophene 1,1-dioxide / 12 h / 5 °C

7: Et₃N / dimethylformamide / Ambient temperature

8: TFA

With thionyl chloride; TEA; boron trifluoride diethyl etherate; water; sodium acetate; sodium hydride; triethylamine; trifluoroacetic acid; In sulfolane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jm00092a014

Reference yield:

: 141613-45-8
tert-butyl 2-(3-chloro-4,5-dihydroxybenzoyl)acetate

: 141613-39-0
7-<2-(2-aminothiazol-4-yl)-2-<(Z)-(1-carboxy-1-methylethox)imino>acetamido>-3-<3-(3-chloro-4,5-dihydroxyphenyl)-3-oxopropyl>ceph-3-em-4-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: BF₃*Et₂O / tetrahydrothiophene 1,1-dioxide / 4 h / Ambient temperature

2: H₂O / tetrahydrothiophene 1,1-dioxide / 12 h / 5 °C

3: Et₃N / dimethylformamide / Ambient temperature

4: TFA

With boron trifluoride diethyl etherate; water; triethylamine; trifluoroacetic acid; In sulfolane; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a014

Reference yield:

: 3-Chloro-4,5-bis-trimethylsilanyloxy-benzoic acid

: 141613-39-0
7-<2-(2-aminothiazol-4-yl)-2-<(Z)-(1-carboxy-1-methylethox)imino>acetamido>-3-<3-(3-chloro-4,5-dihydroxyphenyl)-3-oxopropyl>ceph-3-em-4-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: SOCl₂

2: 1.) NaH

3: AcONa / 2-methyl-propan-2-ol

4: BF₃*Et₂O / tetrahydrothiophene 1,1-dioxide / 4 h / Ambient temperature

5: H₂O / tetrahydrothiophene 1,1-dioxide / 12 h / 5 °C

6: Et₃N / dimethylformamide / Ambient temperature

7: TFA

With thionyl chloride; boron trifluoride diethyl etherate; water; sodium acetate; sodium hydride; triethylamine; trifluoroacetic acid; In sulfolane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jm00092a014