(2S,3S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-3-hydroxy-2-methoxymethoxymethyl-4-methyl-3-[(E)-propenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Name:(2S,3S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-3-hydroxy-2-methoxymethoxymethyl-4-methyl-3-[(E)-propenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:1403577-18-3
Molecular Formula:C₃₁H₄₅NO₇Si
Molecular Weight:571.786
Hs Code.:

(2S,3S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-3-hydroxy-2-methoxymethoxymethyl-4-methyl-3-[(E)-propenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Synonyms:(2S,3S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-3-hydroxy-2-methoxymethoxymethyl-4-methyl-3-[(E)-propenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2S,3S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-3-hydroxy-2-methoxymethoxymethyl-4-methyl-3-[(E)-propenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (2S,3S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-3-hydroxy-2-methoxymethoxymethyl-4-methyl-3-[(E)-propenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 13 articles about (2S,3S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-3-hydroxy-2-methoxymethoxymethyl-4-methyl-3-[(E)-propenyl]-pyrrolidine-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:

: C₃₃H₄₉NO₆Si

: 1403577-18-3
(2S,3S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-3-hydroxy-2-methoxymethoxymethyl-4-methyl-3-[(E)-propenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: C₃₃H₄₉NO₆Si; With ozone; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

With dimethylsulfide; In dichloromethane; Inert atmosphere;
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

: 1403577-18-3
(2S,3S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-3-hydroxy-2-methoxymethoxymethyl-4-methyl-3-[(E)-propenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1H-imidazole; dmap / dichloromethane / 2 h / Inert atmosphere

2.1: potassium carbonate; methanol

3.1: lithium bromide; toluene-4-sulfonic acid

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

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

6.1: diethyl ether / 2 h / -78 °C

7.1: trimethylsiloxyethene; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 7 h / Reflux; Inert atmosphere

8.1: ozone / dichloromethane / -78 - 20 °C / Inert atmosphere

8.2: Inert atmosphere

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; methanol; dmap; borane-THF; trimethylsiloxyethene; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; ozone; lithium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
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

: 1403577-18-3
(2S,3S,4S)-2-(tert-butyldiphenylsilanyloxymethyl)-3-hydroxy-2-methoxymethoxymethyl-4-methyl-3-[(E)-propenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium bromide; toluene-4-sulfonic acid

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

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

4.1: diethyl ether / 2 h / -78 °C

5.1: trimethylsiloxyethene; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 7 h / Reflux; Inert atmosphere

6.1: ozone / dichloromethane / -78 - 20 °C / Inert atmosphere

6.2: Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; borane-THF; trimethylsiloxyethene; Dess-Martin periodane; toluene-4-sulfonic acid; ozone; lithium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ol302541j DOI:10.1021/ol302541j