(3R,4R)-1-tert-butoxycarbonyl-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methoxymethoxypyrrolidine

Base Information

• Chemical Name: (3R,4R)-1-tert-butoxycarbonyl-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methoxymethoxypyrrolidine
• CAS No.: 858930-19-5
• Molecular Formula: C₂₈H₄₁NO₅Si
• Molecular Weight: 499.723
• Mol file: 858930-19-5.mol

Synonyms:(3R,4R)-1-tert-butoxycarbonyl-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methoxymethoxypyrrolidine

Chemical Property of (3R,4R)-1-tert-butoxycarbonyl-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methoxymethoxypyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4R)-1-tert-butoxycarbonyl-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methoxymethoxypyrrolidine

There total 3 articles about (3R,4R)-1-tert-butoxycarbonyl-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methoxymethoxypyrrolidine 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: 97.0%

(3R,4R)-1-tert-butoxycarbonyl-4-[(tert-butyldiphenylsilyloxy)methyl]-3-hydroxypyrrolidine (858930-18-4) + bromethyl methyl ether (13057-17-5) → (3R,4R)-1-tert-butoxycarbonyl-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methoxymethoxypyrrolidine (858930-19-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In toluene; at 70 ℃; for 3h;

DOI:10.1021/jm050269z

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (3R,4R)-1-tert-butoxycarbonyl-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methoxymethoxypyrrolidine (858930-19-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / imidazole / dimethylformamide / 2 h / 0 °C

2: 97 percent / diisopropylethylamine / toluene / 3 h / 70 °C

With 1H-imidazole; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm050269z

Reference yield:

tert-butyl (3R,4R)-3-hydroxy-4-(hydroxymethyl)pyrrolidine-1-carboxylate (635319-09-4) → (3R,4R)-1-tert-butoxycarbonyl-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methoxymethoxypyrrolidine (858930-19-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / imidazole / dimethylformamide / 2 h / 0 °C

2: 97 percent / diisopropylethylamine / toluene / 3 h / 70 °C

With 1H-imidazole; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm050269z

upstream raw materials:

(3R,4R)-1-tert-butoxycarbonyl-4-[(tert-butyldiphenylsilyloxy)methyl]-3-hydroxypyrrolidine

bromethyl methyl ether

tert-butylchlorodiphenylsilane

tert-butyl (3R,4R)-3-hydroxy-4-(hydroxymethyl)pyrrolidine-1-carboxylate

Downstream raw materials:

(3R,4R)-4-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethoxypyrrolidine