Boc-L-valine amide

Base Information

• Chemical Name: Boc-L-valine amide
• CAS No.: 35150-08-4
• Molecular Formula: C10H20N2O3
• Molecular Weight: 216.28
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID80459810
• Nikkaji Number: J838.345F
• Wikidata: Q72450993
• Mol file: 35150-08-4.mol

Synonyms:35150-08-4;Boc-L-valine amide;BOC-VAL-NH2;(S)-tert-Butyl (1-amino-3-methyl-1-oxobutan-2-yl)carbamate;tert-butyl N-[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]carbamate;tert-Butyl (S)-(1-amino-3-methyl-1-oxobutan-2-yl)carbamate;Boc-L-Val-NH2;Boc-valineamide;SCHEMBL8210446;DTXSID80459810;N-(tert-butoxycarbonyl)valinamide;NZSZYROZOXUFSG-ZETCQYMHSA-N;(S)-tert-Butyl(1-amino-3-methyl-1-oxobutan-2-yl)carbamate;N-(tert-Butoxycarbonyl)valine amide;MFCD00190841;AKOS015968840;AM82375;Carbamic acid, [(1S)-1-(aminocarbonyl)-2-methylpropyl]-,1,1-dimethylethyl ester;NS-00045;CS-0128047;A874736;N-tert-Butoxycarbonyl-L-valine amide;[(1S)-1-(aminocarbonyl)-2-methylpropyl]-carbamic acid;(S)-tert-Butyl 1-amino-3-methyl-1-oxobutan-2-ylcarbamate;tert-butyl N-[(1S)-1-carbamoyl-2-methylpropyl]carbamate;((S)-1-carbamoyl-2-methylpropyl)-carbamic acid tert-butyl ester;(S)-tert-Butyl (1-amino-3-methyl-1-oxobutan-2-yl)carbamate (Boc-L-valine amide)

Chemical Property of Boc-L-valine amide

Chemical Property:

• Vapor Pressure: 2.03E-05mmHg at 25°C
• Melting Point: 156-157 °C(Solv: methanol (67-56-1))
• Refractive Index: 1.463
• Boiling Point: 361.7 °C at 760 mmHg
• PKA: 11.30±0.46(Predicted)
• Flash Point: 172.6 °C
• PSA: 81.42000
• Density: 1.042 g/cm³
• LogP: 2.11220
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol, THF
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 216.14739250
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

Boc-L-valine amide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)N)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)[C@@H](C(=O)N)NC(=O)OC(C)(C)C
• Uses: Boc-L-Valine Amide is an intermediate in the synthesis of QZ59S-SSS (Q990000) which acts as a potential inhibitor of human P-glycoprotein used to improve the efficacy of cancer chemotherapy.

Technology Process of Boc-L-valine amide

There total 16 articles about Boc-L-valine amide 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%

t-Boc-L-valine (13734-41-3) → Boc-Val-NH2 (35150-08-4)

Guidance literature:

t-Boc-L-valine; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 0 ℃; for 0.5h;

With ammonium chloride; In tetrahydrofuran; water; at 0 ℃; for 0.5h;

DOI:10.1016/j.tetasy.2017.10.015

Reference yield: 98.0%

(3S)-3-N-(tert-butyloxycarbonyl)amino-4-methylpentan-2-one (128211-52-9,327600-47-5) → Boc-Val-NH2 (35150-08-4)

Guidance literature:

(3S)-3-N-(tert-butyloxycarbonyl)amino-4-methylpentan-2-one; With 4-methyl-morpholine; isobutyl chloroformate; In 1,2-dimethoxyethane; at 0 ℃; for 0.25h; Inert atmosphere;

With ammonium hydroxide; In 1,2-dimethoxyethane; at 0 - 20 ℃; for 22.5h; Inert atmosphere;

DOI:10.3762/bjoc.12.55

Reference yield: 90.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-2-amino-3-methylbutanamide hydrochloride (3014-80-0) → Boc-Val-NH2 (35150-08-4)

Guidance literature:

With triethylamine; In dichloromethane; for 3h;

DOI:10.1021/jo00215a040

upstream raw materials:

t-Boc-L-valine

N-Boc-L-valine o-nitrophenyl ester

di-tert-butyl dicarbonate

(S)-2-amino-3-methylbutanamide hydrochloride

Downstream raw materials:

[1-(4-{1-[4-(2,4-dimethoxybenzylcarbamoyl)thiazol-2-yl]-(S)-2-methylpropylcarbamoyl}thiazol-2-yl)-(S)-2-methylpropyl]carbamicacid tert-butyl ester

(S)-2-amino-3-methylbutanamide hydrochloride

N-(1-oxyl-4'-demethyl-4-deoxypodophyllic)-L-valine amide

(2S)-N²-(tert-butoxycarbonyl)-3-methyl-1,2-butanediamine

Refernces

• 1、 Merritt, Eleanor A.,Bagley, Mark C.. "Holzapfel-Meyers-Nicolaou modification of the Hantzsch thiazole synthesis". . p. 3535 - 3541. Retrieved 2007.
• 2、 Sengoku, Tetsuya,Miyoshi, Ayako,Tsuda, Tamaki,Inuzuka, Toshiyasu,Sakamoto, Masami,Takahashi, Masaki,Yoda, Hidemi. "Development of new catalytic enantioselective formation of methylenelactam-based N,O-spirocyclic compounds via ring opening-asymmetric reclosure of hydroxylactams". . . Retrieved 2020/05/18.
• 3、 Manfrin, Alessandro,Borduas-Dedekind, Nadine,Lau, Kate,McNeill, Kristopher. "Singlet Oxygen Photooxidation of Peptidic Oxazoles and Thiazoles". . p. 2439 - 2447. Retrieved 2019/02/26.