(4R,5R,6S)-6-[(1R)-1-trimethylsilyloxyethyl]-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid pivaloyloxymethyl ester

Base Information

Chemical Name:(4R,5R,6S)-6-[(1R)-1-trimethylsilyloxyethyl]-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid pivaloyloxymethyl ester
CAS No.:692779-24-1
Molecular Formula:C₃₁H₄₀NO₁₀PSi
Molecular Weight:645.719
Hs Code.:

(4R,5R,6S)-6-[(1R)-1-trimethylsilyloxyethyl]-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid pivaloyloxymethyl ester

Synonyms:(4R,5R,6S)-6-[(1R)-1-trimethylsilyloxyethyl]-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid pivaloyloxymethyl ester

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Chemical Property of (4R,5R,6S)-6-[(1R)-1-trimethylsilyloxyethyl]-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid pivaloyloxymethyl ester

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MSDS Files:: SDS file from LookChem

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Technology Process of (4R,5R,6S)-6-[(1R)-1-trimethylsilyloxyethyl]-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid pivaloyloxymethyl ester

There total 2 articles about (4R,5R,6S)-6-[(1R)-1-trimethylsilyloxyethyl]-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid pivaloyloxymethyl 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:

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 692779-24-1
(4R,5R,6S)-6-[(1R)-1-trimethylsilyloxyethyl]-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid pivaloyloxymethyl ester

Guidance literature:: C₂₅H₃₆ClNO₇SSi; With sodium hydride; In tetrahydrofuran; at -25 ℃; for 2.25h;

With benzyl bromide; In tetrahydrofuran; at -25 ℃; for 0.25h;

chlorophosphoric acid diphenyl ester; In tetrahydrofuran; for 2.5h; Product distribution / selectivity;

Reference yield:

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 682747-73-5
(4R,SR,6S)-6-[(1R)-1-hydroxyethyl]-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid pivaloyloxymethyl ester

: 692779-24-1
(4R,5R,6S)-6-[(1R)-1-trimethylsilyloxyethyl]-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid pivaloyloxymethyl ester

Guidance literature:: C₂₅H₃₆ClNO₇SSi; With potassium tert-butylate; In tetrahydrofuran; at -70 ℃; for 0.25h;

With methyl iodide; In tetrahydrofuran; at -70 - -35 ℃; for 0.416667h;

chlorophosphoric acid diphenyl ester; With water; more than 3 stages; Product distribution / selectivity;

Reference yield:

: 692779-24-1
(4R,5R,6S)-6-[(1R)-1-trimethylsilyloxyethyl]-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid pivaloyloxymethyl ester

: 157429-42-0,184759-58-8
(R)-4-mercaptopyrrolidin-2-one

: 838-85-7
diphenyl hydrogen phosphate

: 157542-49-9
CS-834

Guidance literature:: (4R,5R,6S)-6-[(1R)-1-trimethylsilyloxyethyl]-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid pivaloyloxymethyl ester; (R)-4-mercaptopyrrolidin-2-one; In acetonitrile; at 5 ℃; for 1.16667h;

With hydrogenchloride; water; In ethyl acetate; pH=3;

With sodium hydrogencarbonate; In water; ethyl acetate;