(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-{[(3-bromo-4,5-dihydroxy-benzoyl)-ethyl-amino]-methyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Base Information

Chemical Name:(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-{[(3-bromo-4,5-dihydroxy-benzoyl)-ethyl-amino]-methyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS No.:119734-38-2
Molecular Formula:C₂₆H₂₇BrN₆O₁₀S₂
Molecular Weight:727.571
Hs Code.:

(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-{[(3-bromo-4,5-dihydroxy-benzoyl)-ethyl-amino]-methyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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Chemical Property of (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-{[(3-bromo-4,5-dihydroxy-benzoyl)-ethyl-amino]-methyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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Technology Process of (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-{[(3-bromo-4,5-dihydroxy-benzoyl)-ethyl-amino]-methyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

There total 4 articles about (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-{[(3-bromo-4,5-dihydroxy-benzoyl)-ethyl-amino]-methyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-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:

: (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-{[(3,4-diacetoxy-5-bromo-benzoyl)-ethyl-amino]-methyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: 119734-38-2
(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-{[(3-bromo-4,5-dihydroxy-benzoyl)-ethyl-amino]-methyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: With ammonium hydroxide; In methanol; water; Yield given; pH=8.5;
DOI:10.1021/jm00092a015

Reference yield:

: 61203-46-1
3-bromo-4,5-dihydroxybenzoic acid

: 119734-38-2
(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-{[(3-bromo-4,5-dihydroxy-benzoyl)-ethyl-amino]-methyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: conc. H₂SO₄ / 2 h / 25 °C

2: 100 percent / SOCl₂ / 0.33 h / Heating

3: Et₃N / methanol / 2 h / 0 °C

4: aq. NH₄OH / methanol; H₂O / pH=8.5

With ammonium hydroxide; thionyl chloride; sulfuric acid; triethylamine; In methanol; water;
DOI:10.1021/jm00092a015

Reference yield:

: 127450-30-0
3,4-diacetoxy-5-bromo-benzoic acid

: 119734-38-2
(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-{[(3-bromo-4,5-dihydroxy-benzoyl)-ethyl-amino]-methyl}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / SOCl₂ / 0.33 h / Heating

2: Et₃N / methanol / 2 h / 0 °C

3: aq. NH₄OH / methanol; H₂O / pH=8.5

With ammonium hydroxide; thionyl chloride; triethylamine; In methanol; water;
DOI:10.1021/jm00092a015