Nsc164657

Base Information

• Chemical Name: Nsc164657
• CAS No.: 7689-60-3
• Molecular Formula: C11H15NO2S
• Molecular Weight: 225.312
• Mol file: 7689-60-3.mol

Synonyms:S-propargyl-L-cysteine;S-benzyl-L-homocysteine;S-prop-2-ynyl-L-cysteine;S-propargyl-L-homocysteine;S-benzylhomocysteine;L-S-benzylhomocysteine;S-propargyl-cysteine;S-Prop-2-inyl-L-cystein;S-2-Propinyl-L-cystein;2-amino-3-prop-2-ynylsulfanyl-propionic acid;

Chemical Property of Nsc164657

Chemical Property:

• Vapor Pressure: 3.13E-07mmHg at 25°C
• Melting Point: 220-223°C (dec.)
• Boiling Point: 403.4°Cat760mmHg
• Flash Point: 197.7°C
• PSA: 88.62000
• Density: 1.221g/cm³
• LogP: 2.42210
• Storage Temp.: Refrigerator
• Solubility.: Aqueous Acid (Slightly), DMSO (Slightly)

Purity/Quality:

96% ^*data from raw suppliers

S-Benzyl-L-homocysteine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of L-(+)-Cystathionine.

Technology Process of Nsc164657

There total 15 articles about Nsc164657 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: 86.0%

2-amino-4-mercaptobutyric acid (454-29-5) + benzyl bromide (100-39-0) → (2S)-2-amino-4-benzylthiobutanol + S-benzyl-L-homocysteine (7689-60-3,3054-02-2)

Guidance literature:

With hydrogenchloride; ammonium chloride; ammonia; In water;

Reference yield: 78.0%

L-homocystine (626-72-2,870-93-9,6027-15-2,7093-69-8,462-10-2) + benzyl chloride (100-44-7) → S-benzyl-L-homocysteine (7689-60-3,3054-02-2)

Guidance literature:

L-homocystine; With ammonium hydroxide; sodium; at -78 ℃; for 0.25h;

benzyl chloride; at -78 ℃; for 2h;

DOI:10.1039/c3ob41702f

Reference yield: 78.0%

L-homocysteine (6027-13-0) + benzyl chloride (100-44-7) → S-benzyl-L-homocysteine (7689-60-3,3054-02-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 20h;

DOI:10.1016/S0040-4020(01)85267-4

upstream raw materials:

(S)-benzyl 4-(methylthio)-1-oxo-1-(phenylamino)butan-2-ylcarbamate

N-acetyl-S-benzyl-L-homocysteine anilide

L-methionine

benzyl bromide

Downstream raw materials:

L-homocysteine

DL-ethionine

S-butyl-L-homocysteine

L-homolanthionine

Refernces

• 1、 Wang, Rui,Zheng, Weihong,Luo, Minkui. "A sensitive mass spectrum assay to characterize engineered methionine adenosyltransferases with S-alkyl methionine analogues as substrates". . p. 11 - 19. Retrieved 2014/03/21.
• 2、 Thomsen, Marie,Vogensen, Stine B.,Buchardt, Jens,Burkart, Michael D.,Clausen, Rasmus P.. "Chemoenzymatic synthesis and in situ application of S-adenosyl-l-methionine analogs". supporting information. p. 7606 - 7610. Retrieved 2013/11/06.