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

Base Information

• Chemical Name: Bis-((R)-1-phenyl-ethyl)-carbamic acid trichloromethyl ester
• CAS No.: 600728-20-9
• Molecular Formula: C₁₈H₁₈Cl₃NO₂
• Molecular Weight: 386.705
• Mol file: 600728-20-9.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about Bis-((R)-1-phenyl-ethyl)-carbamic acid trichloromethyl ester 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) + trichloromethyl chloroformate (503-38-8) → Bis-((R)-1-phenyl-ethyl)-carbamic acid trichloromethyl ester (600728-20-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In toluene; for 0.5h;

DOI:10.1055/s-2004-831237

Reference yield:

Bis-((R)-1-phenyl-ethyl)-carbamic acid trichloromethyl ester (600728-20-9) → (S)-pinanediol {(1R)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate (819816-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 6.19 g / DMAP / toluene / 18 h / Heating

2.1: s-BuLi; TMEDA / cyclohexane; diethyl ether / 0.5 h / -94 °C

2.2: cyclohexane; diethyl ether / 1 h / -94 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; cyclohexane; toluene;

DOI:10.1055/s-2004-831237

Reference yield:

Bis-((R)-1-phenyl-ethyl)-carbamic acid trichloromethyl ester (600728-20-9) → (S)-pinanediol {(1S)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate (819816-69-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 6.19 g / DMAP / toluene / 18 h / Heating

2.1: s-BuLi; TMEDA / cyclohexane; diethyl ether / 0.5 h / -94 °C

2.2: cyclohexane; diethyl ether / 1 h / -94 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; cyclohexane; toluene;

DOI:10.1055/s-2004-831237

upstream raw materials:

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

trichloromethyl chloroformate

Downstream raw materials:

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

(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