N-((2S,3R,6R,7R)-3-Allyl-3-hydroxy-2-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-7-yl)-2-phenyl-acetamide

Base Information

Chemical Name:N-((2S,3R,6R,7R)-3-Allyl-3-hydroxy-2-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-7-yl)-2-phenyl-acetamide
CAS No.:315206-83-8
Molecular Formula:C₁₈H₂₂N₂O₄S
Molecular Weight:362.45
Hs Code.:

Synonyms:N-((2S,3R,6R,7R)-3-Allyl-3-hydroxy-2-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-7-yl)-2-phenyl-acetamide

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Chemical Property of N-((2S,3R,6R,7R)-3-Allyl-3-hydroxy-2-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-7-yl)-2-phenyl-acetamide

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Technology Process of N-((2S,3R,6R,7R)-3-Allyl-3-hydroxy-2-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-7-yl)-2-phenyl-acetamide

There total 2 articles about N-((2S,3R,6R,7R)-3-Allyl-3-hydroxy-2-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-7-yl)-2-phenyl-acetamide 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: 84.0%

: 315206-81-6
diphenylmethyl 7-phenylacetylamino-3-hydroxy-3-(prop-2-enyl)cepham-4-carboxylate

: 315206-83-8
N-((2S,3R,6R,7R)-3-Allyl-3-hydroxy-2-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-7-yl)-2-phenyl-acetamide

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; ethanol;
DOI:10.1080/00397910008087052

Reference yield:

: 54639-48-4
(6R,7R)-benzhydryl 3-hydroxy-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 315206-83-8
N-((2S,3R,6R,7R)-3-Allyl-3-hydroxy-2-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-7-yl)-2-phenyl-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / In / tetrahydrofuran; H₂O / 8 h / 60 °C

2: 84 percent / NaBH₄ / tetrahydrofuran; ethanol

With indium; sodium tetrahydroborate; In tetrahydrofuran; ethanol; water; 1: allylation / 2: Reduction;
DOI:10.1080/00397910008087052

Reference yield: 56.0%

: 315206-83-8
N-((2S,3R,6R,7R)-3-Allyl-3-hydroxy-2-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-7-yl)-2-phenyl-acetamide

: N-((2S,5R,8R,9R)-5-Allyl-10-oxo-4-oxa-7-thia-1-aza-tricyclo[6.2.0.0^2,5]dec-9-yl)-2-phenyl-acetamide

Guidance literature:: N-((2S,3R,6R,7R)-3-Allyl-3-hydroxy-2-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-7-yl)-2-phenyl-acetamide; With methanesulfonyl chloride; triethylamine; In dichloromethane;

With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1080/00397910008087052