N-Boc-beta-phenyl-D-phenylalaninol

Base Information

• Chemical Name: N-Boc-beta-phenyl-D-phenylalaninol
• CAS No.: 155836-48-9
• Molecular Formula: C20H25NO3
• Molecular Weight: 327.423
• Hs Code.: 2924299090
• Mol file: 155836-48-9.mol

Synonyms:N-(tert-Butoxycarbonyl)-beta-phenyl-D-phenylalaninol;

Chemical Property of N-Boc-beta-phenyl-D-phenylalaninol

Chemical Property:

• Melting Point: 114-116 °C(lit.)
• Refractive Index: 1.553
• Boiling Point: 501.207 °C at 760 mmHg
• Flash Point: 256.921 °C
• PSA: 58.56000
• Density: 1.109 g/cm³
• LogP: 4.09500
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Phenyl-D-phenylalaninol, N-Boc protected 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-Boc-beta-phenyl-D-phenylalaninol

There total 12 articles about N-Boc-beta-phenyl-D-phenylalaninol 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%

(S)-N-tert-butoxycarbonyl-4-(hydroxydiphenylmethyl)-2,2-dimethyloxazolidine (170937-75-4) → tert-butyl [(2R)-3-hydroxy-1,1-diphenylpropan-2-yl]carbamate (155836-48-9)

Guidance literature:

(S)-N-tert-butoxycarbonyl-4-(hydroxydiphenylmethyl)-2,2-dimethyloxazolidine; With 10 wt% Pd(OH)2 on carbon; hydrogen; at 65 ℃; for 16h;

With sodium hydroxide; In methanol; water; at 110 ℃; for 3h;

With di-tert-butyl dicarbonate; triethylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1002/anie.201916129

Reference yield: 88.0%

(R)-4-Benzhydryl-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester (173604-34-7) → tert-butyl [(2R)-3-hydroxy-1,1-diphenylpropan-2-yl]carbamate (155836-48-9)

Guidance literature:

With caesium carbonate; In methanol;

DOI:10.1016/0040-4039(95)01983-O

Reference yield: 83.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-2-amino-3,3-diphenyl-1-propanol (171037-01-7) → tert-butyl [(2R)-3-hydroxy-1,1-diphenylpropan-2-yl]carbamate (155836-48-9)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In ethyl acetate; for 2h;

DOI:10.1016/00404-0399(50)1029H-

upstream raw materials:

di-tert-butyl dicarbonate

(R)-2-amino-3,3-diphenyl-1-propanol

(R)-4-Benzhydryl-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester

2(S)-{N-[(R)-α-methylbenzyl]amino}-1,1-diphenyl-1,3-propanediol

Downstream raw materials:

N-(tert-butoxycarbonyl)-3,3-diphenyl-D-alanine

(R)-2-amino-3,3-diphenyl-1-propanol

C₂₈H₂₈N₂O₄

C₂₀H₂₆N₂O₂

Refernces

• 1、 Nunez, Marta G.,Farley, Alistair J. M.,Dixon, Darren J.. "Bifunctional iminophosphorane organocatalysts for enantioselective synthesis: Application to the ketimine nitro-Mannich reaction". supporting information. p. 16348 - 16351. Retrieved 2013/12/04.
• 2、 Koskinen, Ari M. P.,Hassila, Heikki,Myllymaeki, Vesa T.,Rissanen, Karl. "Stereocontrolled Conversion of L-Serine into a Series of Valuable Unnatural α-Amino Acids". . p. 5619 - 5622. Retrieved 2007/10/02.