(2S,3S,4S)-2-(4-(benzyloxy)but-1-en-1-yl)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidine

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Chemical Name:(2S,3S,4S)-2-(4-(benzyloxy)but-1-en-1-yl)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidine
CAS No.:1607822-16-1
Molecular Formula:C₃₅H₅₇NO₃Si₂
Molecular Weight:596.013
Hs Code.:

Synonyms:(2S,3S,4S)-2-(4-(benzyloxy)but-1-en-1-yl)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidine

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Chemical Property of (2S,3S,4S)-2-(4-(benzyloxy)but-1-en-1-yl)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidine

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Technology Process of (2S,3S,4S)-2-(4-(benzyloxy)but-1-en-1-yl)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidine

There total 10 articles about (2S,3S,4S)-2-(4-(benzyloxy)but-1-en-1-yl)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidine 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:

: C₂₅H₄₅NO₃Si₂

: 54314-85-1
(3-benzyloxypropyl)triphenylphosphonium bromide

: 1607822-16-1
(2S,3S,4S)-2-(4-(benzyloxy)but-1-en-1-yl)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidine

Guidance literature:: (3-benzyloxypropyl)triphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 1h;

C₂₅H₄₅NO₃Si₂; With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 1h;
DOI:10.1016/j.tetasy.2014.02.009

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 1607822-16-1
(2S,3S,4S)-2-(4-(benzyloxy)but-1-en-1-yl)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C

2.1: potassium hydroxide / ethanol / 1 h / 20 °C

3.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 0 - 70 °C

4.1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / 1 h / -78 - 0 °C

5.1: potassium tert-butylate / tetrahydrofuran / 1 h / 0 °C

5.2: 1 h / 0 - 20 °C

With 2,6-dimethylpyridine; oxalyl dichloride; dimethylsulfide borane complex; potassium tert-butylate; dimethyl sulfoxide; triethylamine; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; 4.1: |Swern Oxidation;
DOI:10.1016/j.tetasy.2014.02.009

Reference yield:

: 1316816-61-1
(2R,3S)-ethyl 2,3-dihydroxy-3-((S)-1-((R)-1 phenylethyl)aziridin-2-yl)propanoate

: 1607822-16-1
(2S,3S,4S)-2-(4-(benzyloxy)but-1-en-1-yl)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: acetic acid / dichloromethane / 12 h / 20 °C

1.2: 12 h / 90 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C

3.1: potassium hydroxide / ethanol / 1 h / 20 °C

4.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 0 - 70 °C

5.1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / 1 h / -78 - 0 °C

6.1: potassium tert-butylate / tetrahydrofuran / 1 h / 0 °C

6.2: 1 h / 0 - 20 °C

With 2,6-dimethylpyridine; oxalyl dichloride; dimethylsulfide borane complex; potassium tert-butylate; acetic acid; dimethyl sulfoxide; triethylamine; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; 5.1: |Swern Oxidation;
DOI:10.1016/j.tetasy.2014.02.009