Carbamic acid, (2-hydroxy-1-phenylethyl)-, phenylmethyl ester

Base Information

• Chemical Name: Carbamic acid, (2-hydroxy-1-phenylethyl)-, phenylmethyl ester
• CAS No.: 67553-20-2
• Molecular Formula: C16H17NO3
• Molecular Weight: 271.316
• DSSTox Substance ID: DTXSID00392098
• Mol file: 67553-20-2.mol

Synonyms:67553-20-2;Carbamic acid, (2-hydroxy-1-phenylethyl)-, phenylmethyl ester;benzyl N-(2-hydroxy-1-phenylethyl)carbamate;2-(Cbz-amino)-2-phenyl-ethanol;SCHEMBL4998172;DTXSID00392098;AKOS012486533;benzyl 2-hydroxy-1-phenylethylcarbamate;EN300-7337376

Chemical Property of Carbamic acid, (2-hydroxy-1-phenylethyl)-, phenylmethyl ester

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 271.12084340
• Heavy Atom Count: 20
• Complexity: 283

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CO)C2=CC=CC=C2

Technology Process of Carbamic acid, (2-hydroxy-1-phenylethyl)-, phenylmethyl ester

There total 16 articles about Carbamic acid, (2-hydroxy-1-phenylethyl)-, phenylmethyl 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: 80.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + O-p-toluenesulfonyl benzyloxyhydroxamate (64420-86-6) → (+/-)-benzyl 2-hydroxy-2-phenylethylcarbamate (67341-08-6) + (+/-)-benzyl 2-hydroxy-1-phenylethylcarbamate (67553-20-2)

Guidance literature:

With potassium osmate(VI) dihydrate; water; In acetonitrile; at 0 - 20 ℃; regioselective reaction;

DOI:10.1021/jo301372y

Reference yield: 59.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + O-p-toluenesulfonyl benzyloxyhydroxamate (64420-86-6) + 3-methyl-2-buten-1-ol (556-82-1) → (+/-)-benzyl 2-hydroxy-2-phenylethylcarbamate (67341-08-6) + (+/-)-benzyl 2-hydroxy-1-phenylethylcarbamate (67553-20-2)

Guidance literature:

With potassium osmate(VI) dihydrate; water; In acetonitrile; at 20 ℃;

DOI:10.1021/jo301372y

Reference yield: 8.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + O-benzyl carbamate (621-84-1) → (+/-)-benzyl 2-hydroxy-1-phenylethylcarbamate (67553-20-2)

Guidance literature:

With sodium hydroxide; Hydroquinone 1,4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI); tert-butylhypochlorite; In propan-1-ol; water; at 0 ℃;

DOI:10.1016/S0040-4039(98)00665-0

upstream raw materials:

styrene

sodium [(benzyloxy)carbonyl]chloroamide

O-benzyl carbamate

benzyloxycarbonylamino-4-chlorobenzoate

Downstream raw materials:

(4R)-phenyl-2-oxazolidinone

(S)-4-phenyl-2-oxazolidinone

C₁₆H₁₅NO₃

phenylglycine methyl ester