MOC-D-Valine

Base Information

• Chemical Name: MOC-D-Valine
• CAS No.: 171567-86-5
• Molecular Formula: C7H13NO4
• Molecular Weight: 175.185
• Hs Code.: 2924297099
• Mol file: 171567-86-5.mol

Synonyms:MOC-D-Valine;(2R)-2-(methoxycarbonylamino)-3-methylbutanoic acid;(R)-2-(Methoxycarbonylamino)-3-methylbutanoic acid;(R)-2-((Methoxycarbonyl)aMino)-4-Methylbutanoic acid

Chemical Property of MOC-D-Valine

Chemical Property:

• Boiling Point: 315.9±25.0 °C(Predicted)
• PKA: 4.44±0.10(Predicted)
• PSA: 79.12000
• Density: 1.154±0.06 g/cm3(Predicted)
• LogP: 0.65600
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-2-((Methoxycarbonyl)amino)-3-methylbutanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-2-((Methoxycarbonyl)amino)-3-methylbutanoic Acid is used in the synthetic preparation of dipeptide-capped bis-phenylimidazole derivatives as hepatitis C virus NS5A replication complex inhibitors.

Technology Process of MOC-D-Valine

There total 2 articles about MOC-D-Valine 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: 87.0%

D-Val-OH (640-68-6,25609-85-2,7004-03-7,921-10-8) + methyl chloroformate (79-22-1) → (R)-2-((methoxycarbonyl)amino)-3-methylbutanoic acid (171567-86-5)

Guidance literature:

With sodium carbonate; sodium hydroxide; In water; at 20 ℃; for 3.25h; Cooling with ice;

DOI:10.1021/ml4003293

Reference yield: 87.0%

→ (R)-2-((methoxycarbonyl)amino)-3-methylbutanoic acid (171567-86-5)

Guidance literature:

With sodium carbonate; sodium hydroxide; at 20 ℃; for 3.25h; Cooling with ice;

Reference yield: 74.0%

(R)-2-((methoxycarbonyl)amino)-3-methylbutanoic acid (171567-86-5) + (2S,2'S)-di-tert-butyl 2,2'-(5,5'-(4,4'-sulfonylbis(oxy))bis(4,1-phenylene)bis(1H-imidazol-5,2-diyl))dipyrrolidine-1-carboxylate → bis(4-(2-((S)-1-((R)-2-(methoxycarbonylamino)-3-methylbutanoyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)phenyl)sulphate

Guidance literature:

(2S,2'S)-di-tert-butyl 2,2'-(5,5'-(4,4'-sulfonylbis(oxy))bis(4,1-phenylene)bis(1H-imidazol-5,2-diyl))dipyrrolidine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

(R)-2-((methoxycarbonyl)amino)-3-methylbutanoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

upstream raw materials:

D-Val-OH

methyl chloroformate

Downstream raw materials:

C₄₀H₄₈N₆O₆S₂

C₄₄H₅₂N₈O₆

C₄₀H₅₂N₆O₈

dimethyl (2R,2'R)-1,1'-((2S,2'S)-2,2'-(biphenyl-4,4'-diylbis(azandiyl))bis(oxomethylene)bis(pyrrolidine-2,1-diyl))bis(3-methyl-1-oxobutane-2,1-diyl)dicarbamate

Refernces

• 1、 Mousa, Mai H. A.,Ahmed, Nermin S.,Schwedtmann, Kai,Frakolaki, Efseveia,Vassilaki, Niki,Zoidis, Grigoris,Weigand, Jan J.,Abadi, Ashraf H.. "Design and synthesis of novel symmetric fluorene-2,7-diamine derivatives as potent hepatitis C virus inhibitors". . . Retrieved 2021/04/16.
• 2、 You, Youngsu,Kim, Hee Sun,Bae, Il Hak,Lee, Seung Gi,Jee, Min Hyeok,Keum, Gyochang,Jang, Sung Key,Kim, B. Moon. "New potent biaryl sulfate-based hepatitis C virus inhibitors". . p. 87 - 100. Retrieved 2016/09/23.