4-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-, (4-nitrophenyl)methyl ester, trans-

Base Information

Chemical Name:4-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-, (4-nitrophenyl)methyl ester, trans-
CAS No.:62802-06-6
Molecular Formula:C₁₈H₁₇N₅O₆S₂
Molecular Weight:463.495
Hs Code.:

4-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,
7-amino-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-,
(4-nitrophenyl)methyl ester, trans-

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-, (4-nitrophenyl)methyl ester, trans-

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Technology Process of 4-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-, (4-nitrophenyl)methyl ester, trans-

There total 5 articles about 4-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-, (4-nitrophenyl)methyl ester, trans- 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: 85.0%

: p-nitrobenzyl 7-β-azido-3-<2-thio(5-methyl)-1,3,4-thiadiazolyl>methyl-Δ³-O-2-isocephem-4-carboxylate

: 62802-06-6,75991-69-4,80514-07-4
(6S,7S)-7-Amino-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: With hydrogen sulfide; triethylamine; In dichloromethane; at 0 ℃; for 1.5h;
DOI:10.1139/v80-402

Reference yield:

: p-nitrobenzyl 7-β-azido-3-hydroxymethyl-Δ³-O-2-isocephem-4-carboxylate

: 62802-06-6,75991-69-4,80514-07-4
(6S,7S)-7-Amino-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / Et₃N / CH₂Cl₂ / 1.) -10 deg C, 0.5 h, 2.) 23 deg C, 1 h

2: 95 percent / Et₃N / CH₂Cl₂ / 16 h / 23 °C

3: 85 percent / triethylamine, H₂S / CH₂Cl₂ / 1.5 h / 0 °C

With hydrogen sulfide; triethylamine; In dichloromethane;
DOI:10.1139/v80-402

Reference yield:

: p-nitrobenzyl 7-β-azido-3-formyloxymethyl-Δ³-O-2-isocephem-4-carboxylate

: 62802-06-6,75991-69-4,80514-07-4
(6S,7S)-7-Amino-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 950 mg / 12 M HCl / acetone; H₂O / 7 h / 28 °C

2: 98 percent / Et₃N / CH₂Cl₂ / 1.) -10 deg C, 0.5 h, 2.) 23 deg C, 1 h

3: 95 percent / Et₃N / CH₂Cl₂ / 16 h / 23 °C

4: 85 percent / triethylamine, H₂S / CH₂Cl₂ / 1.5 h / 0 °C

With hydrogenchloride; hydrogen sulfide; triethylamine; In dichloromethane; water; acetone;
DOI:10.1139/v80-402