L-Styrylalanine

Base Information

• Chemical Name: L-Styrylalanine
• CAS No.: 267650-37-3
• Molecular Formula: C₁₁H₁₃NO₂
• Molecular Weight: 191.23
• Hs Code.: 2922498590
• Mol file: 267650-37-3.mol

Synonyms:L-STYRYLALANINE;H-ALA(STYR)-OH;H-ALA(STYRYL)-OH;3-STYRYL-L-ALANINE;RARECHEM BK PT 0177;(E,2S)-2-Amino-5-phenylpent-4-enoic acid;L-Styryl-Ala-OH;L-Strylalanine

Chemical Property of L-Styrylalanine

Chemical Property:

• Vapor Pressure: 4.26E-07mmHg at 25°C
• Refractive Index: 1.613
• Boiling Point: 399.4 °C at 760 mmHg
• PKA: 2.25±0.10(Predicted)
• Flash Point: 195.4 °C
• PSA: 63.32000
• Density: 1.179 g/cm³
• LogP: 2.20210
• Storage Temp.: Store at -15°C

Purity/Quality:

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

3-Styryl-L-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Styrylalanine

There total 32 articles about L-Styrylalanine 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: 94.0%

Acetamino-cinnamyl-malonsaeure-diethylester (101782-54-1) → C11H13NO2 (99855-10-4,267650-37-3)

Guidance literature:

With hydrogenchloride; water; at 90 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1016/j.bmcl.2008.09.025

Reference yield: 91.0%

C36H33N3NiO3 → (E,2S)-2-amino-5-phenyl-pent-4-enoic acid (52161-76-9,267650-37-3)

Guidance literature:

With hydrogenchloride; In methanol; water; at 60 ℃; for 0.333333h;

DOI:10.1055/s-0037-1609094

Reference yield: 19.0%

5-phenylpenta-2,4-dienoic acid (28010-12-0) → (E,2S)-2-amino-5-phenyl-pent-4-enoic acid (52161-76-9,267650-37-3)

Guidance literature:

With carbon dioxide; phenylalanine ammonia-lyase from petroselinum crispum F₁₃₇V/I₄₆₀V double mutant; ammonia; at 30 ℃; for 20h; pH=10; enantioselective reaction; Sealed tube; Enzymatic reaction;

DOI:10.1002/cctc.201800258

upstream raw materials:

cis-cinnamyl-formylamino-malonic acid diethyl ester

formylamino-(3-phenyl-prop-2-ynyl)-malonic acid diethyl ester

1-bromo-3-phenylprop-2-yne

(+/-)-2-amino-5c-phenyl-pent-4-enoic acid

Downstream raw materials:

rac-(E)-2-amino-5-phenylpent-4-enoic acid

(E,2S)-2-amino-5-phenyl-pent-4-enoic acid

(R,E)-2-((tert-butoxycarbonyl)amino)-5-phenylpent-4-enoic acid

5-phenylpenta-2,4-dienoic acid

Refernces

• 1、 Qiu, Wei,Soloshonok, Vadim A.,Cai, Chaozhong,Tang, Xuejun,Hruby, Victor J.. "Convenient, large-scale asymmetric synthesis of enantiomerically pure trans-cinnamylglycine and -α-alanine". . p. 2577 - 2582. Retrieved 2000.
• 2、 Bencze, László Csaba,Filip, Alina,Bánóczi, Gergely,To?a, Monica Ioana,Irimie, Florin Dan,Gellért, ákos,Poppe, László,Paizs, Csaba. "Expanding the substrate scope of phenylalanine ammonia-lyase from: Petroselinum crispum towards styrylalanines". . p. 3717 - 3727. Retrieved 2017/07/07.