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

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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-benzylamino)-methyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS No.:141555-11-5
Molecular Formula:C₂₄H₂₅BrN₆O₉S₂
Molecular Weight:685.533
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-benzylamino)-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-benzylamino)-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-benzylamino)-methyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

There total 7 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-benzylamino)-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:

: 119734-73-5
(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-[(3-bromo-4,5-dihydroxy-benzoylamino)-methyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: 141555-11-5
(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-[(3-bromo-4,5-dihydroxy-benzylamino)-methyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: With sodium cyanoborohydride; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a015

Reference yield:

: 16414-34-9
3-bromo-4,5-dihydroxybenzaldehyde

: 141555-11-5
(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-[(3-bromo-4,5-dihydroxy-benzylamino)-methyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: methanol; H₂O / 0 °C

2: sodium cyanoborohydride / H₂O; methanol; dimethylformamide

With sodium cyanoborohydride; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a015

Reference yield:

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

: 141555-11-5
(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-1-carboxy-1-methyl-ethoxyimino]-acetylamino}-3-[(3-bromo-4,5-dihydroxy-benzylamino)-methyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 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

5: sodium cyanoborohydride / H₂O; methanol; dimethylformamide

With ammonium hydroxide; thionyl chloride; sulfuric acid; sodium cyanoborohydride; triethylamine; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a015