(2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzyl-2-methoxy-methyl-pyrrolidin

Base Information

Chemical Name:(2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzyl-2-methoxy-methyl-pyrrolidin
CAS No.:340740-11-6
Molecular Formula:C₁₉H₃₃NO₂Si
Molecular Weight:335.562
Hs Code.:

Synonyms:(2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzyl-2-methoxy-methyl-pyrrolidin

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Chemical Property of (2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzyl-2-methoxy-methyl-pyrrolidin

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Technology Process of (2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzyl-2-methoxy-methyl-pyrrolidin

There total 6 articles about (2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzyl-2-methoxy-methyl-pyrrolidin 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: 93.0%

: 154343-02-9
(2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzyl-2-hydroxy-methyl-pyrrolidin

: 74-88-4
methyl iodide

: 340740-11-6
(2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzyl-2-methoxy-methyl-pyrrolidin

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 1h; Heating;
DOI:10.1021/ol015721x

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 340740-11-6
(2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzyl-2-methoxy-methyl-pyrrolidin

Guidance literature:: Multi-step reaction with 4 steps

1.1: 82 percent / DMAP; Et₃N / CH₂Cl₂ / 13.5 h / 0 - 20 °C

2.1: imidazole / dimethylformamide / 3 h / 20 °C

2.2: 98 percent / dimethylformamide; toluene / 40 h

3.1: 99 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

4.1: 93 percent / NaH / tetrahydrofuran; various solvent(s) / 1 h / Heating

With 1H-imidazole; dmap; lithium aluminium tetrahydride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol015721x

Reference yield:

: 31560-20-0,120806-96-4
(2S,4R)-1-benzoyl-4-hydroxypyrrolidine-2-carboxylic acid methyl ester

: 340740-11-6
(2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzyl-2-methoxy-methyl-pyrrolidin

Guidance literature:: Multi-step reaction with 3 steps

1.1: imidazole / dimethylformamide / 3 h / 20 °C

1.2: 98 percent / dimethylformamide; toluene / 40 h

2.1: 99 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

3.1: 93 percent / NaH / tetrahydrofuran; various solvent(s) / 1 h / Heating

With 1H-imidazole; lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol015721x