Methyl 2-(2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanamido)acetate

Base Information

• Chemical Name: Methyl 2-(2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanamido)acetate
• CAS No.: 27610-07-7
• Molecular Formula: C₁₄H₂₆N₂O₅
• Molecular Weight: 302.371
• NSC Number: 126138

Synonyms:NSC126138;SCHEMBL15522580;STK874012;AKOS001588326;methyl 2-(2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanamido)acetate;NSC-126138;methyl N-(tert-butoxycarbonyl)leucylglycinate;SR-01000390576;SR-01000390576-1

Chemical Property of Methyl 2-(2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanamido)acetate

Chemical Property:

• Vapor Pressure: 6.13E-08mmHg at 25°C
• Boiling Point: 439.9°Cat760mmHg
• Flash Point: 219.9°C
• Density: 1.071g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 302.18417193
• Heavy Atom Count: 21
• Complexity: 374

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NCC(=O)OC)NC(=O)OC(C)(C)C

Technology Process of Methyl 2-(2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanamido)acetate

There total 18 articles about Methyl 2-(2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanamido)acetate 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: 98.0%

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) → (S)-methyl 2-(2-((tert-butoxycarbonyl)amino)-4-methylpentanamido)acetate (27610-07-7,62188-56-1)

Guidance literature:

With O?(6?chlorobezotriazol?1?yl)?N,N,N,N?tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/acs.jmedchem.8b01884

Reference yield: 92.0%

methoxycarbonylmethylamine (616-34-2) + Boc-Leu-SH (137169-45-0) → (S)-methyl 2-(2-((tert-butoxycarbonyl)amino)-4-methylpentanamido)acetate (27610-07-7,62188-56-1)

Guidance literature:

With tert-butylisonitrile; benzotriazol-1-ol; In chloroform; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja3063452

Reference yield: 81.0%

methanol (67-56-1) + [(Bis-tert-butylcarbamoyl-methyl)-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-amino]-acetic acid ethyl ester → (S)-methyl 2-(2-((tert-butoxycarbonyl)amino)-4-methylpentanamido)acetate (27610-07-7,62188-56-1) + 1-tert-Butyl-3,5-dihydroxy-2-oxo-pyrrolidine-3-carboxylic acid tert-butylamide

Guidance literature:

With air; triethylamine; CuCl₂*2H₂O; for 144h; Ambient temperature;

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

methoxycarbonylmethylamine

(S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoic acid pyridin-2-yl ester

glycine ethyl ester hydrochloride

Downstream raw materials:

(CH₃)2C₇H₃N₂C₆H₄CONHCHCH₂CH(CH₃)2CONHCH₂CO₂CH₃

N^α-benzoyl-Arg(NO2)-Leu-Gly-OH

N^α-(4-methoxybenzoyl)-Arg(NO2)-Leu-Gly-OH

N^α-(4-trifluoromethoxybenzoyl)-Arg(NO2)-Leu-Gly-OH

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