2-chloroethyl 3-hydroxy-2-[(αR)-α-methylbenzyl]aminopropyl carbonate

Base Information

• Chemical Name: 2-chloroethyl 3-hydroxy-2-[(αR)-α-methylbenzyl]aminopropyl carbonate
• CAS No.: 252351-23-8
• Molecular Formula: C₁₄H₂₀ClNO₄
• Molecular Weight: 301.77
• Mol file: 252351-23-8.mol

Synonyms:2-chloroethyl 3-hydroxy-2-[(αR)-α-methylbenzyl]aminopropyl carbonate

Chemical Property of 2-chloroethyl 3-hydroxy-2-[(αR)-α-methylbenzyl]aminopropyl carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-chloroethyl 3-hydroxy-2-[(αR)-α-methylbenzyl]aminopropyl carbonate

There total 3 articles about 2-chloroethyl 3-hydroxy-2-[(αR)-α-methylbenzyl]aminopropyl carbonate 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: 35.0%

2-Chloroethyl chloroformate (627-11-2) + (R)-2-[(α-methylbenzyl)amino]-1,3-propanediol (252351-20-5) → 2-chloroethyl 3-hydroxy-2-[(αR)-α-methylbenzyl]aminopropyl carbonate (252351-23-8) + (R)-2-(α-methylbenzyl)amino-1,3-propanediol di(2-chloroethyl)carbonate

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(99)01548-8

Reference yield:

(R)-1-phenyl-ethyl-amine (3886-69-9) → 2-chloroethyl 3-hydroxy-2-[(αR)-α-methylbenzyl]aminopropyl carbonate (252351-23-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / Et₃N / acetonitrile

2: 64 percent / NaBH₄ / methanol; tetrahydrofuran

3: pyridine / CH₂Cl₂ / 24 h / 20 °C

With pyridine; sodium tetrahydroborate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 1: Condensation / 2: Reduction / 3: Condensation;

DOI:10.1016/S0040-4039(99)01548-8

Reference yield:

diethyl (R)-(α-methylbenzyl)aminomalonate (592531-06-1) → 2-chloroethyl 3-hydroxy-2-[(αR)-α-methylbenzyl]aminopropyl carbonate (252351-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / NaBH₄ / methanol; tetrahydrofuran

2: pyridine / CH₂Cl₂ / 24 h / 20 °C

With pyridine; sodium tetrahydroborate; In tetrahydrofuran; methanol; dichloromethane; 1: Reduction / 2: Condensation;

DOI:10.1016/S0040-4039(99)01548-8

upstream raw materials:

2-Chloroethyl chloroformate

(R)-2-[(α-methylbenzyl)amino]-1,3-propanediol

(R)-1-phenyl-ethyl-amine

diethyl (R)-(α-methylbenzyl)aminomalonate

Downstream raw materials:

(4R)-4-hydroxymethyl-N-[(αR)-α-methylbenzyl]-2-oxazolidinone

(4S)-4-hydroxymethyl-N-[(αR)-α-methylbenzyl]-2-oxazolidinone