(4S,5R,6S)-4-(2-Hydroxy-ethyl)-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzhydryl ester

Base Information

Chemical Name:(4S,5R,6S)-4-(2-Hydroxy-ethyl)-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzhydryl ester
CAS No.:220430-46-6
Molecular Formula:C₃₃H₄₁N₃O₅S₂Si
Molecular Weight:651.923
Hs Code.:

(4S,5R,6S)-4-(2-Hydroxy-ethyl)-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzhydryl ester

Synonyms:(4S,5R,6S)-4-(2-Hydroxy-ethyl)-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzhydryl ester

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Chemical Property of (4S,5R,6S)-4-(2-Hydroxy-ethyl)-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzhydryl ester

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Technology Process of (4S,5R,6S)-4-(2-Hydroxy-ethyl)-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzhydryl ester

There total 1 articles about (4S,5R,6S)-4-(2-Hydroxy-ethyl)-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-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: 82.0%

: 220430-19-3
benzhydryl (1S,5R,6S)-1-(2-p-methoxybenzyloxyethyl)-2-(1,3,4-thiadiazol-2-yl)thiomethyl-6-<(1R)-1-triethylsilyloxyethyl>carbapen-2-em-3-carboxylate

: 220430-46-6
(4S,5R,6S)-4-(2-Hydroxy-ethyl)-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 0 ℃; for 4h;
DOI:10.3987/COM-98-8302

Reference yield:

: 220430-46-6
(4S,5R,6S)-4-(2-Hydroxy-ethyl)-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzhydryl ester

: 220430-20-6
benzhydryl (1S,5R,6S)-1-(2-azidoethyl)-2-(1,3,4-thiadiazol-2-yl)thiomethyl-6-<(1R)-1-triethylsilyloxyethyl>carbapen-2-em-3-carboxylate

Guidance literature:: With tris-(2-chloro-ethyl)-amine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 0 ℃; for 1h; Yield given;
DOI:10.3987/COM-98-8302

Reference yield:

: 220430-46-6
(4S,5R,6S)-4-(2-Hydroxy-ethyl)-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzhydryl ester

: 220430-47-7
(4S,5R,6S)-4-(2-tert-Butoxycarbonylamino-ethyl)-6-((R)-1-hydroxy-ethyl)-7-oxo-3-([1,3,4]thiadiazol-2-ylsulfanylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 3 steps

1: triphenylphosphine, HN₃, diethyl azodicarboxylate / tetrahydrofuran; toluene / 1 h / 0 °C

2: 40 percent / trimethylphosphine / tetrahydrofuran; H₂O / 15 h / Ambient temperature

3: 50 percent / AcOH, tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 0 °C

With tris-(2-chloro-ethyl)-amine; tetrabutyl ammonium fluoride; acetic acid; triphenylphosphine; diethylazodicarboxylate; trimethylphosphane; In tetrahydrofuran; water; toluene;
DOI:10.3987/COM-98-8302