(5S,6R,7R)-4-Eth-(Z)-ylidene-3-methyl-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Base Information

• Chemical Name: (5S,6R,7R)-4-Eth-(Z)-ylidene-3-methyl-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester
• CAS No.: 74584-18-2
• Molecular Formula: C₂₀H₁₉Cl₃N₂O₆S
• Molecular Weight: 521.806

Synonyms:

Chemical Property of (5S,6R,7R)-4-Eth-(Z)-ylidene-3-methyl-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

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Technology Process of (5S,6R,7R)-4-Eth-(Z)-ylidene-3-methyl-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

There total 2 articles about (5S,6R,7R)-4-Eth-(Z)-ylidene-3-methyl-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl 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: 80.0%

(5S,6R,7R)-4-[1-Bromo-meth-(Z)-ylidene]-3-methyl-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester (74584-11-5) → (5S,6R,7R)-4-Eth-(Z)-ylidene-3-methyl-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester (74584-18-2)

Guidance literature:

DOI:10.1016/S0040-4039(00)74558-8

Reference yield: 50.0%

methylmagnesium bromide (75-16-1) + (5S,6R,7R)-4-[1-Bromo-meth-(Z)-ylidene]-3-methyl-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester (74584-11-5) → (5S,6R,7R)-4-Eth-(Z)-ylidene-3-methyl-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester (74584-18-2) + (Z)-2-[(2R,3R)-2-((R)-Methanesulfinyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-pent-2-en-4-ynoic acid 2,2,2-trichloro-ethyl ester (74595-56-5)

Guidance literature:

In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)74558-8

upstream raw materials:

methylmagnesium bromide

(5S,6R,7R)-4-[1-Bromo-meth-(Z)-ylidene]-3-methyl-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

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