(5R)-1-(tert-butoxycarbonyl)-2-methoxy-5-(tert-butyldiphenylsilanyloxymethyl)pyrrolidine

Base Information

• Chemical Name: (5R)-1-(tert-butoxycarbonyl)-2-methoxy-5-(tert-butyldiphenylsilanyloxymethyl)pyrrolidine
• CAS No.: 203301-82-0
• Molecular Formula: C₂₇H₃₉NO₄Si
• Molecular Weight: 469.696
• Mol file: 203301-82-0.mol

Synonyms:(5R)-1-(tert-butoxycarbonyl)-2-methoxy-5-(tert-butyldiphenylsilanyloxymethyl)pyrrolidine

Chemical Property of (5R)-1-(tert-butoxycarbonyl)-2-methoxy-5-(tert-butyldiphenylsilanyloxymethyl)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R)-1-(tert-butoxycarbonyl)-2-methoxy-5-(tert-butyldiphenylsilanyloxymethyl)pyrrolidine

There total 7 articles about (5R)-1-(tert-butoxycarbonyl)-2-methoxy-5-(tert-butyldiphenylsilanyloxymethyl)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: 52.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-5-hydroxymethylpyrrolidin-2-one (66673-40-3) + tert-butylchlorodiphenylsilane (58479-61-1) + trimethyl orthoformate (149-73-5) → (5R)-1-(tert-butoxycarbonyl)-2-methoxy-5-(tert-butyldiphenylsilanyloxymethyl)pyrrolidine (203301-82-0)

Guidance literature:

Multistep reaction.;

DOI:10.1021/jo991568x

Reference yield:

2-(tert-butyldiphenylsilanyloxymethyl)-5-hydroxy pyrrolidine-1-carboxylic acid tert-butyl ester + trimethyl orthoformate (149-73-5) → (5R)-1-(tert-butoxycarbonyl)-2-methoxy-5-(tert-butyldiphenylsilanyloxymethyl)pyrrolidine (203301-82-0)

Guidance literature:

With 3 A molecular sieve; boron trifluoride diethyl etherate; In diethyl ether; at 20 ℃; for 4.5h;

DOI:10.1021/jo062406l

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (5R)-1-(tert-butoxycarbonyl)-2-methoxy-5-(tert-butyldiphenylsilanyloxymethyl)pyrrolidine (203301-82-0)

Guidance literature:

Multi-step reaction with 3 steps

1: DMAP / acetonitrile / 4 h / 20 °C

2: DMAP / acetonitrile / 4 h / 20 °C

3: 3 Angstroem molecular sieves; BF₃*OEt₂ / diethyl ether / 4.5 h / 20 °C

With dmap; 3 A molecular sieve; boron trifluoride diethyl etherate; In diethyl ether; acetonitrile;

DOI:10.1021/jo062406l

upstream raw materials:

di-tert-butyl dicarbonate

(R)-5-hydroxymethylpyrrolidin-2-one

tert-butylchlorodiphenylsilane

trimethyl orthoformate

Downstream raw materials:

5-(tert-butyl-diphenyl-silanyloxymethyl)-5'-oxo-2,3,4,5,2',5'-hexahydro-[2,2']bipyrrolyl-1,1'-dicarboxylic acid di-tert-butyl ester

5-(tert-butyl-diphenyl-silanyloxymethyl)-5'-oxo-2,3,4,5,2',5'-hexahydro-[2,2']bipyrrolyl-1,1'-dicarboxylic acid di-tert-butyl ester

5-(tert-butyl-diphenyl-silanyloxymethyl)-5'-oxo-[2,2']bipyrrolidinyl-1,1'-dicarboxylic acid di-tert-butyl ester

5-(tert-butyl-diphenyl-silanyloxymethyl)-5'-oxo-[2,2']bipyrrolidinyl-1,1'-dicarboxylic acid di-tert-butyl ester