t-butyl triphenylsilyl(phenylmethyl)carbamate

Base Information

• Chemical Name: t-butyl triphenylsilyl(phenylmethyl)carbamate
• CAS No.: 548780-42-3
• Molecular Formula: C₃₀H₃₁NO₂Si
• Molecular Weight: 465.667
• Mol file: 548780-42-3.mol

Synonyms:t-butyl triphenylsilyl(phenylmethyl)carbamate

Chemical Property of t-butyl triphenylsilyl(phenylmethyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of t-butyl triphenylsilyl(phenylmethyl)carbamate

There total 1 articles about t-butyl triphenylsilyl(phenylmethyl)carbamate 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: 71.0%

N-tert-butoxycarbonylbenzylamine (42116-44-9) + allyltriphenylsilane (18752-21-1) → t-butyl triphenylsilyl(phenylmethyl)carbamate (548780-42-3)

Guidance literature:

allyltriphenylsilane; With trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 1h;

N-tert-butoxycarbonylbenzylamine; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1021/ol034397y

Reference yield: 80.0%

t-butyl triphenylsilyl(phenylmethyl)carbamate (548780-42-3) → tert-butyl [(triphenylsilanyl)phenylmethyl]carbamate (548780-40-1)

Guidance literature:

With sec.-butyllithium; In cyclohexane; toluene; at -78 - -20 ℃; for 2h;

DOI:10.1021/ol034397y

Reference yield:

t-butyl triphenylsilyl(phenylmethyl)carbamate (548780-42-3) → α-[(triphenylsilanyl)-phenylmethyl]amine

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / sec-butyllithium / toluene; cyclohexane / 2 h / -78 - -20 °C

2: 96 percent / sodium iodide; chlorotrimethylsilane; triethylamine / acetonitrile / 0.5 h

With chloro-trimethyl-silane; sec.-butyllithium; triethylamine; sodium iodide; In cyclohexane; toluene; acetonitrile; 1: reverse aza-Brook rearrangement;

DOI:10.1021/ol034397y

upstream raw materials:

N-tert-butoxycarbonylbenzylamine

allyltriphenylsilane

Downstream raw materials:

tert-butyl [(triphenylsilanyl)phenylmethyl]carbamate