(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenoxycarbonylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid (E)-4-trimethylsilanyl-but-2-enyl ester

Base Information

Chemical Name:(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenoxycarbonylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid (E)-4-trimethylsilanyl-but-2-enyl ester
CAS No.:92097-24-0
Molecular Formula:C₂₂H₃₀N₂O₅SSi
Molecular Weight:462.642
Hs Code.:

(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenoxycarbonylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid (E)-4-trimethylsilanyl-but-2-enyl ester

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Chemical Property of (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenoxycarbonylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid (E)-4-trimethylsilanyl-but-2-enyl ester

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Technology Process of (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenoxycarbonylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid (E)-4-trimethylsilanyl-but-2-enyl ester

There total 2 articles about (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenoxycarbonylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid (E)-4-trimethylsilanyl-but-2-enyl 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:

: 90933-84-9
4-(trimethylsilyl)but-2-yn-1-ol

: 92097-24-0
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenoxycarbonylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid (E)-4-trimethylsilanyl-but-2-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

With lithium aluminium tetrahydride; In tetrahydrofuran;
DOI:10.1021/jo00195a054

Reference yield:

: 92097-18-2
(E)-4-(trimethylsilyl)-2-buten-1-ol

: 6β-Phenoxycarbonylamino-penicillanic acid; potassium salt

: 92097-24-0
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenoxycarbonylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid (E)-4-trimethylsilanyl-but-2-enyl ester

Guidance literature:: DOI:10.1021/jo00195a054

Reference yield: 73.0%

: 92097-24-0
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenoxycarbonylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid (E)-4-trimethylsilanyl-but-2-enyl ester

: 6β-Phenoxycarbonylamino-penicillanic acid; potassium salt

Guidance literature:: With methanol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1021/jo00195a054