tert-butyl [(1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl]carbamate

Base Information

• Chemical Name: tert-butyl [(1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl]carbamate
• CAS No.: 167082-56-6
• Molecular Formula: C₁₄H₂₁NO₄
• Molecular Weight: 267.325
• Mol file: 167082-56-6.mol

Synonyms:tert-butyl [(1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl]carbamate

Chemical Property of tert-butyl [(1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl]carbamate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl [(1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl]carbamate

There total 11 articles about tert-butyl [(1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl]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: 89.0%

di-tert-butyl dicarbonate (24424-99-5) + (1S,2S)-2-amino-1-phenyl-1,3-diol (28143-91-1) → tert-butyl [(1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl]carbamate (167082-56-6)

Guidance literature:

In methanol; for 0.5h; Ambient temperature;

Reference yield: 70.0%

(S)-tert-butyl 4-((S)-hydroxy(phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate (116467-54-0,1377320-83-6) → tert-butyl [(1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl]carbamate (167082-56-6)

Guidance literature:

With acetic acid; lithium chloride; In water; at 20 ℃; for 2h;

DOI:10.1007/s12039-014-0616-x

Reference yield: 50.0%

2-[(tert-butoxycarbonyl)amino]-3-hydroxy-3-phenylpropanoic acid → tert-butyl [(1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl]carbamate (167082-56-6)

Guidance literature:

With sodium tetrahydroborate; iodine; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/acs.joc.8b00901

upstream raw materials:

di-tert-butyl dicarbonate

(1S,2S)-2-amino-1-phenyl-1,3-diol

(S)-tert-butyl 4-((S)-hydroxy(phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Downstream raw materials:

(-)-(1S,2S)-2-[(tert-Butoxycarbonyl)amino]-1-phenyl-1,3-propandiylbis[4-(chlormethyl)benzoat]

(-)-(1S,2S)-2-[(tert-Butoxycarbonyl)amino]-1-phenyl-1,3-propandiylbis(3,5-bis(chlormethyl)benzoat)

(1S,2S)-2-N-tert-Butylcarbonyl-amino-1-phenyl-1,3-propandiyl-bis(3,5-dimethylbenzoat)

tert-butyl (1S,2S)-1-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2-hydroxy-2-phenylethylcarbamate