BOC-L-2-CYANOPHENYLALANINE

Base Information

• Chemical Name: BOC-L-2-CYANOPHENYLALANINE
• CAS No.: 216312-53-7
• Molecular Formula: C15H18N2O4
• Molecular Weight: 290.319
• Hs Code.: 2926909090
• Mol file: 216312-53-7.mol

Synonyms:(2S)-2-[(tert-Butoxycarbonyl)amino]-3-(2-cyanophenyl)propionicacid;(S)-N-(tert-Butoxycarbonyl)(2-cyanophenyl)alanine;

Chemical Property of BOC-L-2-CYANOPHENYLALANINE

Chemical Property:

• Vapor Pressure: 4.9E-10mmHg at 25°C
• Refractive Index: 1.548
• Boiling Point: 480.34 °C at 760 mmHg
• PKA: 3.72±0.11(Predicted)
• Flash Point: 244.301 °C
• PSA: 99.42000
• Density: 1.223 g/cm³
• LogP: 2.46958
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

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

Boc-2-cyano-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-L-2-CYANOPHENYLALANINE

There total 7 articles about BOC-L-2-CYANOPHENYLALANINE 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:

di-tert-butyl dicarbonate (24424-99-5) + (S)-ortho-cyanophenylalanine (263396-40-3,263396-41-4,263396-42-5) → Nα-[(tert-butoxy)carbonyl]-2-cyano-L-phenylalanine (216312-53-7,261380-28-3)

Guidance literature:

With sodium carbonate; In water; acetonitrile; at 20 ℃; for 16h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (S)-o-cyanophenylalanine hydrochloride → Nα-[(tert-butoxy)carbonyl]-2-cyano-L-phenylalanine (216312-53-7,261380-28-3)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; ethyl acetate; at 20 ℃; pH=8;

DOI:10.1016/S0040-4020(03)00583-0

Reference yield:

2-(bromomethyl)benzonitrile (22115-41-9) → Nα-[(tert-butoxy)carbonyl]-2-cyano-L-phenylalanine (216312-53-7,261380-28-3)

Guidance literature:

Multi-step reaction with 6 steps

1: Bu₄N(HSO₄); NaOH / CH₂Cl₂; H₂O / 24 h / 20 °C

2: 85 percent / HCl / acetone; H₂O / 3 h / 20 °C

3: 88 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

4: α-chymotrypsin / H2O / 37 °C / pH 5

5: 81 percent / HCl / H₂O / 4 h / Heating

6: NaOH / dioxane; ethyl acetate / 20 °C / pH 8

With hydrogenchloride; sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; triethylamine; α-chymotrypsin; In 1,4-dioxane; dichloromethane; water; ethyl acetate; acetone;

DOI:10.1016/S0040-4020(03)00583-0

upstream raw materials:

di-tert-butyl dicarbonate

2-(bromomethyl)benzonitrile

(S)-N-acetyl-ortho-cyanophenylalanine

(RS)-N-acetyl-ortho-cyanophenylalanine ethyl ester

Downstream raw materials:

C₁₁H₁₂N₂O₂

Refernces

• 1、 Van Rompaey, Karolien,Van Den Eynde, Isabelle,De Kimpe, Norbert,Tourwé, Dirk. "A versatile synthesis of 2-substituted 4-amino-1,2,4,5-tetrahydro-2-benzazepine-3-ones". . p. 4421 - 4432. Retrieved 2007/10/03.