N,N'-Bis(trifluoroacetyl)-L-hoMocystine DiMethyl Ester

Base Information

• Chemical Name: N,N'-Bis(trifluoroacetyl)-L-hoMocystine DiMethyl Ester
• CAS No.: 84355-09-9
• Molecular Formula: C14H18F6N2O6S2
• Molecular Weight: 488.42300
• Mol file: 84355-09-9.mol

Synonyms:N,N'-Bis(trifluoroacetyl)-L-homocystine Dimethyl Ester;

Chemical Property of N,N'-Bis(trifluoroacetyl)-L-hoMocystine DiMethyl Ester

Chemical Property:

• Melting Point: >82°C (dec.)
• PSA: 161.40000
• LogP: 2.37000
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

N,N''-Bis(trifluoroacetyl)-L-homocystineDimethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N,N'-Bis(trifluoroacetyl)-L-hoMocystine DiMethyl Ester is used in the preparation of S-adenosylhomocysteine and its analogs.

Technology Process of N,N'-Bis(trifluoroacetyl)-L-hoMocystine DiMethyl Ester

There total 3 articles about N,N'-Bis(trifluoroacetyl)-L-hoMocystine DiMethyl Ester 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:

L-homocystine bis-methyl ester (128435-42-7) + trifluoroacetic anhydride (407-25-0) → (2S,2'S)-dimethyl 4,4'-disulfanediylbis(2-(2,2,2-trifluoroacetamido)butanoate) (84355-09-9)

Guidance literature:

DOI:10.1021/jo00099a005

Reference yield:

L-homocystine (626-72-2,870-93-9,6027-15-2,7093-69-8,462-10-2) → (2S,2'S)-dimethyl 4,4'-disulfanediylbis(2-(2,2,2-trifluoroacetamido)butanoate) (84355-09-9)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 16 h / 20 °C

2: 8.59 g / 1.5 h / 60 °C

With thionyl chloride;

DOI:10.1248/cpb.52.1422

Reference yield:

dimethylsulfite (616-42-2) + L-homocysteine (6027-13-0) + trifluoroacetic anhydride (407-25-0) → (2S,2'S)-dimethyl 4,4'-disulfanediylbis(2-(2,2,2-trifluoroacetamido)butanoate) (84355-09-9)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1055/s-1985-31385

upstream raw materials:

dimethylsulfite

L-homocysteine

trifluoroacetic anhydride

L-homocystine bis-methyl ester

Downstream raw materials:

(S)-4-[(2S,3S,4R,5R)-3,4-Diacetoxy-5-(6-benzoylamino-purin-9-yl)-2-methyl-tetrahydro-furan-2-ylmethylsulfanyl]-2-(2,2,2-trifluoro-acetylamino)-butyric acid methyl ester

Refernces

• 1、 Li, Jiaojie,Wei, Hua,Zhou, Ming-Ming. "Structure-guided design of a methyl donor cofactor that controls a viral histone H3 lysine 27 methyltransferase activity". supporting information; experimental part. p. 7734 - 7738. Retrieved 2012/01/13.
• 2、 Johnson, Carl R.,Esker, John L.,Zandt, Michael C. Van. "Chemoenzymatic Synthesis of 4-Substituted Riboses. S-(4'-Methyladenosyl)-L-homocysteine". . p. 5854 - 5855. Retrieved 2007/10/02.