(R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate

Base Information

• Chemical Name: (R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate
• CAS No.: 819816-63-2
• Molecular Formula: C₂₁H₂₉NO₂Si
• Molecular Weight: 355.552
• Mol file: 819816-63-2.mol

Synonyms:(R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate

Chemical Property of (R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate

There total 2 articles about (R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)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:

(R,R)-N,N-bis-(1-phenylethyl)amine (10024-74-5,21003-56-5,21003-57-6,23294-41-9,42287-48-9,56210-72-1) → (R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate (819816-63-2)

Guidance literature:

Multi-step reaction with 2 steps

1: i-Pr₂NEt / toluene / 0.5 h

2: 6.19 g / DMAP / toluene / 18 h / Heating

With dmap; N-ethyl-N,N-diisopropylamine; In toluene;

DOI:10.1055/s-2004-831237

Reference yield:

(trimethylsilyl)methanol (3219-63-4) + Bis-((R)-1-phenyl-ethyl)-carbamic acid trichloromethyl ester (600728-20-9) → (R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate (819816-63-2)

Guidance literature:

With dmap; In toluene; for 18h; Heating;

DOI:10.1055/s-2004-831237

Reference yield:

(S)-pinane-2,3-diol tert-butyl alcohol borate (819816-60-9) + (R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate (819816-63-2) → (S)-pinanediol {(1R)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate (819816-70-1) + (S)-pinanediol {(1S)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate (819816-69-8)

Guidance literature:

(R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 0.5h;

(S)-pinane-2,3-diol tert-butyl alcohol borate; In tetrahydrofuran; cyclohexane; at -78 ℃; for 1h;

DOI:10.1055/s-2004-831237

upstream raw materials:

(trimethylsilyl)methanol

Bis-((R)-1-phenyl-ethyl)-carbamic acid trichloromethyl ester

(R,R)-N,N-bis-(1-phenylethyl)amine

Downstream raw materials:

(S)-pinanediol {(1R)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate

(S)-pinanediol {(1S)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate