(2S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-2-methoxymethoxymethyl-4-methyl-3-oxopyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Name:(2S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-2-methoxymethoxymethyl-4-methyl-3-oxopyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:1403577-33-2
Molecular Formula:C₃₀H₄₃NO₆Si
Molecular Weight:541.76
Hs Code.:

Synonyms:(2S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-2-methoxymethoxymethyl-4-methyl-3-oxopyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-2-methoxymethoxymethyl-4-methyl-3-oxopyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (2S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-2-methoxymethoxymethyl-4-methyl-3-oxopyrrolidine-1-carboxylic acid tert-butyl ester

There total 10 articles about (2S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-2-methoxymethoxymethyl-4-methyl-3-oxopyrrolidine-1-carboxylic acid tert-butyl 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: 95.0%

: 1403577-16-1
(2S,3R,4S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-2-methoxymethoxymethyl-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1403577-33-2
(2S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-2-methoxymethoxymethyl-4-methyl-3-oxopyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1021/ol302541j DOI:10.1021/ol302541j

Reference yield:

: (S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxymethyl-4-methyl-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

: 1403577-33-2
(2S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-2-methoxymethoxymethyl-4-methyl-3-oxopyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: lithium bromide; toluene-4-sulfonic acid

2: borane-THF / tetrahydrofuran / 3.5 h / 0 °C / Inert atmosphere

3: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C

With borane-THF; Dess-Martin periodane; toluene-4-sulfonic acid; lithium bromide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol302541j DOI:10.1021/ol302541j

Reference yield:

: 1403577-31-0
(R)-2-acetoxymethyl-2-hydroxymethyl-4-methyl-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

: 1403577-33-2
(2S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-2-methoxymethoxymethyl-4-methyl-3-oxopyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1H-imidazole; dmap / dichloromethane / 2 h / Inert atmosphere

2: potassium carbonate; methanol

3: lithium bromide; toluene-4-sulfonic acid

4: borane-THF / tetrahydrofuran / 3.5 h / 0 °C / Inert atmosphere

5: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C

With 1H-imidazole; methanol; dmap; borane-THF; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; lithium bromide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol302541j DOI:10.1021/ol302541j