D-Buthionine

Base Information

• Chemical Name: D-Buthionine
• CAS No.: 13073-22-8
• Molecular Formula: C₈H₁₇NO₂S
• Molecular Weight: 191.294
• DSSTox Substance ID: DTXSID60428105
• Nikkaji Number: J2.175.897C
• Mol file: 13073-22-8.mol

Synonyms:D-Buthionine;13073-22-8;(R)-2-Amino-4-(butylthio)butanoic acid;D-Homocysteine, S-butyl-;(2R)-2-amino-4-butylsulfanylbutanoic acid;SCHEMBL1285565;DTXSID60428105;AKOS027323021;(R)-2-Amino-4-(butylthio)butanoicacid;(2R)-2-Amino-4-(butylthio)butyric acid;(2R)-2-azaniumyl-4-butylsulfanylbutanoate;J-005866;(2R)-2-AMINO-4-(BUTYLSULFANYL)BUTANOIC ACID

Chemical Property of D-Buthionine

Chemical Property:

• PSA: 88.62000
• LogP: 2.02200
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 191.09799996
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

D-Buthionine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCSCCC(C(=O)O)N
• Isomeric SMILES: CCCCSCC[C@H](C(=O)O)N
• Uses: (R)-Homocysteine thioether

Technology Process of D-Buthionine

There total 16 articles about D-Buthionine 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: 99.0%

1-bromo-butane (109-65-9) + L-homocystine (626-72-2,870-93-9,6027-15-2,7093-69-8,462-10-2) → S-butyl-L-homocysteine (13073-21-7,13073-22-8,3343-64-4)

Guidance literature:

With ammonia; sodium; at -78 ℃;

DOI:10.1002/anie.201308272

Reference yield: 99.0%

→ S-butyl-L-homocysteine (13073-21-7,13073-22-8,3343-64-4)

Guidance literature:

With ammonia; sodium; for 0.0166667h;

Reference yield:

C13H25NO4S (1396969-20-2) → S-butyl-L-homocysteine (13073-21-7,13073-22-8,3343-64-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1039/c4cc08478k

upstream raw materials:

S-benzyl-L-homocysteine

1-bromo-butane

L-homocystine

S-butyl-D,L-homocysteine

Downstream raw materials:

S-butyl-5'-thio-adenosine

D-buthionine

S-butyl-L-homocysteine

C₁₃H₂₅NO₄S

Refernces

• 1、 Dippe,Brandt,Rost,Porzel,Schmidt,Wessjohann. "Rationally engineered variants of S-adenosylmethionine (SAM) synthase: Reduced product inhibition and synthesis of artificial cofactor homologues". . p. 3637 - 3640. Retrieved 2015/03/30.
• 2、 -. "Palatability of aquaculture feed". . . Retrieved 2008/06/13.