(3R,5R)-1-benzyl-5-(tert-butyldimethylsilyloxymethyl)pyrrolidin-3-yl tosylate

Base Information

Chemical Name:(3R,5R)-1-benzyl-5-(tert-butyldimethylsilyloxymethyl)pyrrolidin-3-yl tosylate
CAS No.:635300-22-0
Molecular Formula:C₂₅H₃₇NO₄SSi
Molecular Weight:475.725
Hs Code.:

Synonyms:(3R,5R)-1-benzyl-5-(tert-butyldimethylsilyloxymethyl)pyrrolidin-3-yl tosylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,5R)-1-benzyl-5-(tert-butyldimethylsilyloxymethyl)pyrrolidin-3-yl tosylate

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Technology Process of (3R,5R)-1-benzyl-5-(tert-butyldimethylsilyloxymethyl)pyrrolidin-3-yl tosylate

There total 2 articles about (3R,5R)-1-benzyl-5-(tert-butyldimethylsilyloxymethyl)pyrrolidin-3-yl tosylate 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 635300-21-9
(3R,5R)-1-benzyl-5-hydroxymethylpyrrolidin-3-yl tosylate

: 635300-22-0
(3R,5R)-1-benzyl-5-(tert-butyldimethylsilyloxymethyl)pyrrolidin-3-yl tosylate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 10h;
DOI:10.1016/j.tetasy.2003.08.020

Reference yield:

: 627100-75-8
ethyl (2R,4R)-1-benzyl-4-(4-methylphenylsulfonyloxy)prolinate

: 635300-22-0
(3R,5R)-1-benzyl-5-(tert-butyldimethylsilyloxymethyl)pyrrolidin-3-yl tosylate

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

2: 95 percent / imidazole / dimethylformamide / 10 h / 0 - 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2003.08.020