(S)-2-((Methoxycarbonyl)amino)-3-methylbutanoic acid

Base Information

• Chemical Name: (S)-2-((Methoxycarbonyl)amino)-3-methylbutanoic acid
• CAS No.: 74761-42-5
• Molecular Formula: C₇H₁₃NO₄
• Molecular Weight: 175.185
• Hs Code.: 2924199090
• European Community (EC) Number: 616-135-9
• DSSTox Substance ID: DTXSID60449173
• Nikkaji Number: J1.644.269K
• Wikidata: Q72489565
• ChEMBL ID: CHEMBL3287728
• Mol file: 74761-42-5.mol

Synonyms:74761-42-5;(S)-2-((Methoxycarbonyl)amino)-3-methylbutanoic acid;MOC-Val-OH;L-Valine, N-(methoxycarbonyl)-;N-(Methoxycarbonyl)-L-valine;Moc-L-Valine;(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoic acid;N-methoxycarbonyl-L-Valine;(S)-2-(methoxycarbonylamino)-3-methylbutanoic acid;(methoxycarbonyl)-L-valine;EC 616-135-9;(2S)-2-(methoxycarbonylamino)-3-methylbutanoic acid;(2S)-2-((Methoxycarbonyl)amino)-3- methylbutanoic acid;Valine,N-(methoxycarbonyl)-;MFCD12795357;MeOCO-Val-OH;(S)-2-[(Methoxycarbonyl)amino]-3-methylbutyric Acid;SCHEMBL4994;N-methoxycarbonyl-(L)-valine;(2S)-2-(methoxycarbonylamino)-3-methyl-butanoic Acid;CHEMBL3287728;N-(Methoxycarbonyl)-(L)-valine;AMY4098;DTXSID60449173;CEFVHPDFGLDQKU-YFKPBYRVSA-N;N-[(methyloxy)carbonyl]-L-valine;BCP10085;HY-I1107;N-?(Methoxycarbonyl)?-?L-?valine;FD3081;AKOS008144983;CS-O-15220;AC-29161;AS-18532;CS-0011179;M2857;EN300-72953;(S)-2-Methoxycarbonylamino-3-methylbutyric acid;(S)-2-(methoxycarbonylamino)-3methylbutanoic acid;(S)-2-methoxycarbonylamino-3-methyl butyric acid;(S)-2-methoxycarbonylamino-3-methyl-butyric acid;A848320;(5)-2-(methoxycarbonylamino)-3-methylbutanoic acid;(S)-2-(methoxycarbonylamino)-3-methyl-butanoic acid;(S)-2-((methoxycarbonyl)-amino)-3-methylbutanoic acid;(S)?-?2-?Methoxycarbonylamino?-?3-?methylbutyric acid;Z756432044;(S)-2-(methoxycarbonyl)-3-methylbutanoic acid

Chemical Property of (S)-2-((Methoxycarbonyl)amino)-3-methylbutanoic acid

Chemical Property:

• Melting Point: 109.0 to 113.0 °C
• Boiling Point: 315.9±25.0 °C(Predicted)
• PKA: 4.44±0.10(Predicted)
• PSA: 75.63000
• Density: 1.154±0.06 g/cm3(Predicted)
• LogP: 0.84250
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 175.08445790
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-((Methoxycarbonyl)amino)-4-methylbutanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)O)NC(=O)OC
• Isomeric SMILES: CC(C)[C@@H](C(=O)O)NC(=O)OC
• Uses: (S)-2-((Methoxycarbonyl)aMino)-3-Methylbutanoic acid can be used as Ledipasvir Intermediate, mainly used in laboratory R&D process and chemical production process.

Technology Process of (S)-2-((Methoxycarbonyl)amino)-3-methylbutanoic acid

There total 9 articles about (S)-2-((Methoxycarbonyl)amino)-3-methylbutanoic acid 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: 98.2%

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + methyl chloroformate (79-22-1) → N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5)

Guidance literature:

With sodium hydroxide; at 5 - 20 ℃; Cooling with ice;

Reference yield: 88.0%

(S)-tert-butyl 2-(methoxycarbonylamino)-3-methylbutanoate → N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h;

Reference yield: 85.0%

1,1-dimethylethyl (2S)-2-(5-bromo-1H-benzimidazol-2-yl)-1-pyrrolidinecarboxylate (1208007-67-3) → N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

upstream raw materials:

L-phenylalanine

Z-L-Val-O-COOMe

Moc-L-Val-O-COOMe

L-valine

Downstream raw materials:

N'-Cyclohexylmethyl-N'-[(2S,3S)-2-hydroxy-3-((S)-2-methoxycarbonylamino-3-methyl-butyrylamino)-4-phenyl-butyl]-hydrazinecarboxylic acid tert-butyl ester

1-[2(S)-hydroxy-3(S)-(N-(methoxycarbonyl)-(L)-valyl)amino-4-phenyl-butyl]-1-[cyclohexylmethyl]-2-[N-methoxycarbonyl-(L)-valyl]-hydrazine

4,4'-bis(2-((2S)-1-(N-(methoxycarbonyl)-L-valyl)-2-pyrrolidinyl)-1H-imidazol-5-yl)-2-biphenylcarboxylic acid

methyl ((1S)-1-(((2S)-2-(4-(4'-(2-((2S)-1-((2S)-2-((methoxycarbonyl)amino)-3-methylbutanoyl)-2-pyrrolidinyl)-1H-imidazol-4-yl)-1,1'-bi(3-cyclohexen-1-yl)-4-yl)-1H-imidazol-2-yl)-1-pyrrolidinyl)carbonyl)-2-methylpropyl)carbamate

Refernces

• 1、 -. "Preparation process of amino acid N-carboxylic acid anhydride". Paragraph 0050-0053. . Retrieved 2021/06/06.
• 2、 -. "NOVEL BENZIMIDAZOLE DERIVATIVES". Paragraph 0409. . Retrieved 2020/01/22.