s-2-CBz-3-pheylpropane-1-sulfonicacid

Base Information

• Chemical Name: s-2-CBz-3-pheylpropane-1-sulfonicacid
• CAS No.: 856570-20-2
• Molecular Formula: C17H19NO5S
• Molecular Weight: 349.408
• Hs Code.: 2924299090
• Mol file: 856570-20-2.mol

Synonyms:(2S)-2-{[(Benzyloxy)carbonyl]amino}-3-phenylpropane-1-sulfonic acid;(S)-2-(Benzyloxycarbonylamino)-3-phenylpropane-1-sulfonic acid;S-2-CBZ-3-Phenylpropane-1-sulfonic acid;(2S)-3-Phenyl-2-(phenylmethoxycarbonylamino)propane-1-sulfonic acid;

Chemical Property of s-2-CBz-3-pheylpropane-1-sulfonicacid

Chemical Property:

• Refractive Index: 1.602
• PSA: 101.08000
• Density: 1.325 g/cm³
• LogP: 3.88360

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-(BENZYLOXYCARBONYLAMINO)-3-PHENYLPROPANE-1-SULFONIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of s-2-CBz-3-pheylpropane-1-sulfonicacid

There total 7 articles about s-2-CBz-3-pheylpropane-1-sulfonicacid 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: 69.0%

N-Fmoc-Phe-Ψ[CH2-SH] → (S)-2-Benzyloxycarbonylamino-3-phenyl-propane-1-sulfonic acid (856570-20-2)

Guidance literature:

With formic acid; dihydrogen peroxide; In water; at 0 - 20 ℃;

DOI:10.1055/s-0029-1219584

Reference yield:

(S)-2-<(benzyloxycarbonyl)amino>-3-phenylpropyl ethanethioate (82001-62-5) → (S)-2-Benzyloxycarbonylamino-3-phenyl-propane-1-sulfonic acid (856570-20-2)

Guidance literature:

With dihydrogen peroxide; acetic acid; at 20 ℃;

DOI:10.1055/s-2000-7615

Reference yield:

(S)-2-amino-3-phenylpropane-1-sulfonic acid (126301-32-4) + benzyl chloroformate (501-53-1,94274-21-2) → (S)-2-Benzyloxycarbonylamino-3-phenyl-propane-1-sulfonic acid (856570-20-2)

Guidance literature:

With sodium hydroxide; Inert atmosphere;

DOI:10.1021/ol901543y

upstream raw materials:

(S)-2-<(benzyloxycarbonyl)amino>-3-phenylpropyl ethanethioate

(S)-2-amino-3-phenylpropane-1-sulfonic acid

benzyl chloroformate

N-Cbz-L-Phe

Downstream raw materials:

Cbz-Phe-ψ[CH2SO2]-F

Cbz-Phe-ψ[CH2SO2NH]-β-Ala-ψ[CH2SO2]-F

L-Phe-[CH₂SO₂]-FHCl

(S)-(2-benzyloxycarbonylamino-3-phenyl)propanesulfonamide

Refernces

• 1、 Brouwer, Arwin J.,Ceylan, Tarik,Jonker, Anika M.,Linden, Tima Van Der,Liskamp, Rob M.J.. "Synthesis and biological evaluation of novel irreversible serine protease inhibitors using amino acid based sulfonyl fluorides as an electrophilic trap". scheme or table. p. 2397 - 2406. Retrieved 2011/05/12.
• 2、 He, Fengdan,Meng, Fanhua,Song, Xiuqing,Hu, Wenxiang,Xu, Jiaxi. "First and convergent synthesis of hybrid sulfonophosphinopeptides". scheme or table. p. 3922 - 3925. Retrieved 2009/12/05.