[(1S)-1-(AMINOMETHYL)-2-PHENYLETHYL]-CARBAMIC ACID PHENYLMETHYL ESTER

Base Information

• Chemical Name: [(1S)-1-(AMINOMETHYL)-2-PHENYLETHYL]-CARBAMIC ACID PHENYLMETHYL ESTER
• CAS No.: 167298-42-2
• Molecular Formula: C17H20N2O2
• Molecular Weight: 284.358
• Mol file: 167298-42-2.mol

Synonyms:(S)-N-Cbz-1-(aminomethyl)-2-phenylethylamine;(S)-[1-(aminomethyl)-2-phenylethyl]carbamic acid phenylmethyl ester;

Chemical Property of [(1S)-1-(AMINOMETHYL)-2-PHENYLETHYL]-CARBAMIC ACID PHENYLMETHYL ESTER

Chemical Property:

• Boiling Point: 476.3±45.0 °C(Predicted)
• PKA: 11.94±0.46(Predicted)
• PSA: 64.35000
• Density: 1.142±0.06 g/cm3(Predicted)
• LogP: 3.57400
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99.90% ^*data from raw suppliers

(S)-benzyl1-amino-3-phenylpropan-2-ylcarbamate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [(1S)-1-(AMINOMETHYL)-2-PHENYLETHYL]-CARBAMIC ACID PHENYLMETHYL ESTER

There total 6 articles about [(1S)-1-(AMINOMETHYL)-2-PHENYLETHYL]-CARBAMIC ACID 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: 91.0%

1-azido-2-benzyloxycarbonylamino-3-phenylpropane (146552-67-2) → N2-benzyloxycarbonyl-3-phenyl-1,2-propanediamine (167298-42-2)

Guidance literature:

With ammonium chloride; indium; In ethanol; for 2h; Heating;

DOI:10.1016/S0040-4039(99)00614-0

Reference yield:

(S)-N-benzyloxycarbonyl-2-amino-3-phenyl-propionitrile (21947-21-7) → N2-benzyloxycarbonyl-3-phenyl-1,2-propanediamine (167298-42-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -10 ℃;

DOI:10.1021/jo900675s

Reference yield:

(S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropyl methanesulfonate (135731-20-3) → N2-benzyloxycarbonyl-3-phenyl-1,2-propanediamine (167298-42-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / sodium azide / hexamethylphosphoric acid triamide / 6 h / 55 °C

2: sodium borohydride / 10percent palladium on charcoal / H₂O; methanol / Ambient temperature

With sodium tetrahydroborate; sodium azide; palladium on activated charcoal; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; water;

upstream raw materials:

1-azido-2-benzyloxycarbonylamino-3-phenylpropane

L-phenylalanine

L-Phenylalaninol

(S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropyl methanesulfonate

Downstream raw materials:

benzyl (S)-1-isothiocyanato-3-phenylpropan-2-ylcarbamate

C₄₈H₅₄N₆O₈S