ethyl (1R)-2-hydroxy-1-phenylethylcarbamate

Base Information

• Chemical Name: ethyl (1R)-2-hydroxy-1-phenylethylcarbamate
• CAS No.: 108493-65-8
• Molecular Formula: C11H15 N O3
• Molecular Weight: 209.245
• Hs Code.: 29242998
• DSSTox Substance ID: DTXSID30910744
• Nikkaji Number: J1.420.458J
• Wikidata: Q82880725
• Mol file: 108493-65-8.mol

Synonyms:ethyl (1R)-2-hydroxy-1-phenylethylcarbamate;ethyl N-[(1R)-2-hydroxy-1-phenylethyl]carbamate;SCHEMBL13495005;DTXSID30910744;Ethyl hydrogen (2-hydroxy-1-phenylethyl)carbonimidate;[(R)-1-Phenyl-2-hydroxyethyl]carbamic acid ethyl ester

Chemical Property of ethyl (1R)-2-hydroxy-1-phenylethylcarbamate

Chemical Property:

• Vapor Pressure: 3.55E-06mmHg at 25°C
• Refractive Index: 1.5080 (estimate)
• Boiling Point: 371.5°Cat760mmHg
• Flash Point: 178.5°C
• PSA: 58.56000
• Density: 1.147g/cm³
• LogP: 1.85700
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 209.10519334
• Heavy Atom Count: 15
• Complexity: 190

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NC(CO)C1=CC=CC=C1
• Isomeric SMILES: CCOC(=O)N[C@@H](CO)C1=CC=CC=C1

Technology Process of ethyl (1R)-2-hydroxy-1-phenylethylcarbamate

There total 5 articles about ethyl (1R)-2-hydroxy-1-phenylethylcarbamate 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: 89.0%

(2S)-2-phenylglycinol (20989-17-7) + chloroformic acid ethyl ester (541-41-3) → (S)-ethyl (2-hydroxy-1-phenylethyl)carbamate (108493-65-8)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water; at 20 ℃; for 2h;

DOI:10.1021/ol502322c

Reference yield:

(S)-2-((ethoxycarbonyl)amino)-2-phenylacetic acid (60729-80-8) → (S)-ethyl (2-hydroxy-1-phenylethyl)carbamate (108493-65-8)

Guidance literature:

With borane; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)80388-9

Reference yield:

(S)-2-phenylglycine (2935-35-5) → (S)-ethyl (2-hydroxy-1-phenylethyl)carbamate (108493-65-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / aq. NaOH / CH₂Cl₂

2: BH₃ / tetrahydrofuran

With sodium hydroxide; borane; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(01)80388-9

upstream raw materials:

(S)-2-((ethoxycarbonyl)amino)-2-phenylacetic acid

styrene

urethane

(S)-2-phenylglycine

Downstream raw materials:

(S)-3,4-diphenyloxazolidin-2-one

(S)-4-phenyl-2-oxazolidinone

(S)-3-[(2S,3R)-1-Benzyl-2-((E)-2-furan-2-yl-vinyl)-4-oxo-azetidin-3-yl]-4-phenyl-oxazolidin-2-one

1-benzyl-3β-[4(S)-phenyloxazolidin-2-one-3-yl]-4β-[2-(2-furyl)ethenyl]-azetidin-2-one