(2S,5S)-2-Allyl-5-benzyloxymethyl-2-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-pyrrolidine

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Chemical Name:(2S,5S)-2-Allyl-5-benzyloxymethyl-2-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-pyrrolidine
CAS No.:748781-29-5
Molecular Formula:C₃₅H₄₇NO₂Si
Molecular Weight:541.849
Hs Code.:

Synonyms:(2S,5S)-2-Allyl-5-benzyloxymethyl-2-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-pyrrolidine

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Chemical Property of (2S,5S)-2-Allyl-5-benzyloxymethyl-2-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-pyrrolidine

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Technology Process of (2S,5S)-2-Allyl-5-benzyloxymethyl-2-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-pyrrolidine

There total 4 articles about (2S,5S)-2-Allyl-5-benzyloxymethyl-2-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-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: 74.0%

: 1730-25-2
allylmagnesium bromide

: 748781-28-4
2-benzyloxymethyl-5-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3,4-dihydro-2H-pyrrole

: 748781-29-5
(2S,5S)-2-Allyl-5-benzyloxymethyl-2-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-pyrrolidine

Guidance literature:: With boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/j.tetlet.2004.05.142

Reference yield:

: 152500-21-5
(S)-5-benzyloxymetyl-1-tert-butoxycarbonyl-2-pyrrolidinone

: 748781-29-5
(2S,5S)-2-Allyl-5-benzyloxymethyl-2-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / tetrahydrofuran / 0 °C

2.1: TFA / CH₂Cl₂ / 0 - 20 °C

2.2: 87 percent / NaOH / 0 °C

3.1: 79 percent / DMAP; TEA / CH₂Cl₂

4.1: 74 percent / BF₃Et₂₀ / tetrahydrofuran / -78 °C

With dmap; TEA; boron trifluoride diethyl etherate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 1.1: Grignard reaction / 4.1: Grignard reaction;
DOI:10.1016/j.tetlet.2004.05.142

Reference yield:

: 748781-27-3
4-(5-benzyloxymethyl-4,5-dihydro-3H-pyrrol-2-yl)-butan-1-ol

: 748781-29-5
(2S,5S)-2-Allyl-5-benzyloxymethyl-2-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / DMAP; TEA / CH₂Cl₂

2: 74 percent / BF₃Et₂₀ / tetrahydrofuran / -78 °C

With dmap; TEA; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; 2: Grignard reaction;
DOI:10.1016/j.tetlet.2004.05.142