(6S,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-8-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Base Information Edit

Chemical Name:(6S,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-8-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
CAS No.:136248-52-7
Molecular Formula:C₃₁H₂₂N₄O₅S₃
Molecular Weight:626.737
Hs Code.:
Mol file:136248-52-7.mol

(6S,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-8-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Synonyms:(6S,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-8-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

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Chemical Property of (6S,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-8-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester Edit

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Technology Process of (6S,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-8-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

There total 2 articles about (6S,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-8-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 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: 100.0%

: 18686-82-3
2-mercapto-1,3,4-thiadiazole

: 157731-85-6
(6S,7S)-3-Bromomethyl-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-8-oxo-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

: 136248-52-7
(6S,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-8-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: With sodium hydrogencarbonate; In acetone; for 2h; Ambient temperature;
DOI:10.1016/S0968-0896(96)00217-9

Reference yield:

: (Z)-2-[(2S,3S)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-methanesulfonyloxymethyl-4-oxo-azetidin-1-yl]-3-hydroxy-but-2-enoic acid benzhydryl ester

: 136248-52-7
(6S,7S)-7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-8-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 4 steps

1: N-methylpyrrolidine / CH₂Cl₂ / 1 h / 0 °C

2: H₂S, Et₃N / CH₂Cl₂ / 1 h / 5 °C

3: 61 percent / NBS, AIBN / CCl₄ / 1 h / Heating

4: 100 percent / NaHCO₃ / acetone / 2 h / Ambient temperature

With 1-Methylpyrrolidine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); hydrogen sulfide; sodium hydrogencarbonate; triethylamine; In tetrachloromethane; dichloromethane; acetone;
DOI:10.1016/S0968-0896(96)00217-9