N-[(1S)-3-Hydroxy-1-phenylpropyl]carbamic acid benzyl ester

Base Information

• Chemical Name: N-[(1S)-3-Hydroxy-1-phenylpropyl]carbamic acid benzyl ester
• CAS No.: 869468-32-6
• Molecular Formula: C17H19NO3
• Molecular Weight: 285.343
• Hs Code.: 2924299090
• Mol file: 869468-32-6.mol

Synonyms:N-[(1S)-3-Hydroxy-1-phenylpropyl]carbamic acid phenylmethyl ester;

Chemical Property of N-[(1S)-3-Hydroxy-1-phenylpropyl]carbamic acid benzyl ester

Chemical Property:

• Boiling Point: 483.316 °C at 760 mmHg
• PKA: 11.56±0.46(Predicted)
• Flash Point: 246.101 °C
• PSA: 58.56000
• Density: 1.174 g/cm³
• LogP: 3.42740
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

(S)-Cbz-3-Amino-3-phenylpropan-1-ol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[(1S)-3-Hydroxy-1-phenylpropyl]carbamic acid benzyl ester

There total 17 articles about N-[(1S)-3-Hydroxy-1-phenylpropyl]carbamic acid benzyl 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: 90.0%

(+)-(1'S,2'S,3S)-3-(benzyloxycarbonyl)amino-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-3-phenylpropanamide (869468-28-0) → (-)-(3S)-3-((benzyloxycarbonyl)amino)-3-phenylpropanol (869468-32-6,888298-05-3)

Guidance literature:

With lithium amidotrihydridoborate; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.tet.2007.08.067

Reference yield: 83.0%

3-Cbz-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide (1202160-37-9) → (-)-(3S)-3-((benzyloxycarbonyl)amino)-3-phenylpropanol (869468-32-6,888298-05-3)

Guidance literature:

3-Cbz-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide; With water; In acetonitrile; at 75 ℃; for 24h; Inert atmosphere;

With hydrogenchloride; In water; ethyl acetate; acetonitrile; at 20 ℃; for 1h; Inert atmosphere;

With sodium hydroxide; In water; ethyl acetate; acetonitrile; Inert atmosphere;

DOI:10.1021/jo902176s

Reference yield: 64.0%

(-)-(3S)-3-benzyloxycarbonylamino-3-phenylpropanal → (-)-(3S)-3-((benzyloxycarbonyl)amino)-3-phenylpropanol (869468-32-6,888298-05-3)

Guidance literature:

With sodium tetrahydroborate; In methanol; diethyl ether; at 0 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201301899

upstream raw materials:

(+)-(1'S,2'S,3S)-3-(benzyloxycarbonyl)amino-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-3-phenylpropanamide

dibenzyl dicarbonate

Cinnamoyl chloride

E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-3-phenylprop-2-enamide

Downstream raw materials:

(S)-3-amino-3-phenylpropanol

4,4-difluoro-N-[(1S)-3-[(1R,5S)-3-(3-methyl-5-propan-2-yl-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octan-8-yl]-1-phenylpropyl]cyclohexane-1-carboxamide