methyl (2S)-3-methyl-2-[(2,2,2-trifluoroacetyl)amino]butanoate

Base Information

• Chemical Name: methyl (2S)-3-methyl-2-[(2,2,2-trifluoroacetyl)amino]butanoate
• CAS No.: 1463-21-4
• Molecular Formula: C8H12F3NO3
• Molecular Weight: 227.183
• DSSTox Substance ID: DTXSID00443110
• Nikkaji Number: J1.196.611J
• Wikidata: Q82260819
• Mol file: 1463-21-4.mol

Synonyms:methyl (2S)-3-methyl-2-[(2,2,2-trifluoroacetyl)amino]butanoate;1463-21-4;CTK4C4913;DTXSID00443110;KCASHPNYDVOBJR-YFKPBYRVSA-N;N-trifluoroacetyl valine methyl ester;AKOS013916144;N-(Trifluoroacetyl)-L-valine methyl ester

Chemical Property of methyl (2S)-3-methyl-2-[(2,2,2-trifluoroacetyl)amino]butanoate

Chemical Property:

• PSA: 58.89000
• LogP: 1.70280
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 227.07692773
• Heavy Atom Count: 15
• Complexity: 250

Purity/Quality:

99% ^*data from raw suppliers

N-TRIFLUOROACETYL-L-VALINE METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C(C(=O)OC)NC(=O)C(F)(F)F
• Isomeric SMILES: CC(C)[C@@H](C(=O)OC)NC(=O)C(F)(F)F

Technology Process of methyl (2S)-3-methyl-2-[(2,2,2-trifluoroacetyl)amino]butanoate

There total 14 articles about methyl (2S)-3-methyl-2-[(2,2,2-trifluoroacetyl)amino]butanoate 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: 99.8%

L-valine methylester hydrochloride (6306-52-1) + trifluoroacetic anhydride (407-25-0) → N-trifluoroacetyl-(S)-valine methyl ester (1463-21-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -78 - 20 ℃; for 3h;

DOI:10.1016/S0040-4039(02)02837-X

Reference yield: 98.0%

L-Valine methyl ester (4070-48-8) + trifluoroacetic anhydride (407-25-0) → N-trifluoroacetyl-(S)-valine methyl ester (1463-21-4)

Guidance literature:

With triethylamine; In dichloromethane; at -74 ℃; for 1h;

DOI:10.1021/jo9702397

Reference yield:

methanol (67-56-1) + cycloforskamide (1447695-69-3) + trifluoroacetic anhydride (407-25-0) → N-trifluoroacetyl-(S)-valine methyl ester (1463-21-4) + (2S,3S)-methyl 3-methyl-2-(2,2,2-trifluoroacetamido)pentanoate (1808-42-0,1577-58-8,23635-22-5,29588-17-8,81131-21-7,81131-22-8,81131-23-9) + C9H14F3NO3 (81131-21-7) + N-trifluoroacetyl-L-cysteine methyl ester (1577-62-4) + N-Trifluormethyl-threonin-methylester (88494-53-5) + (R)-1-(2,2,2-Trifluoro-acetyl)-pyrrolidine-2-carboxylic acid methyl ester (344-25-2)

Guidance literature:

cycloforskamide; With hydrogenchloride; water; at 110 ℃; for 24h;

methanol; With hydrogenchloride; at 100 ℃; for 0.5h;

trifluoroacetic anhydride; In dichloromethane; at 100 ℃; for 0.0833333h;

DOI:10.1021/np400404r

upstream raw materials:

methanol

L-valine

trifluoroacetic acid-methyl ester

L-valine methylester hydrochloride

Downstream raw materials:

(S)-3-amino-2,4-dimethylpentan-2-ol

N-trifluoroacetyl-L-valine-(N'-trityl-hydrazide)

(3'R,4S)-3-(1'-oxo-3'-mercapto-3'-phenylpropyl)-4-isopropyl-5,5-dimethyl-1,3-oxazolidinone

N-cinnamoyl-4S-isopropyl-5,5-dimethyloxazolidinethione