CID 11229005

Base Information

• Chemical Name: CID 11229005
• CAS No.: 5619-05-6
• Molecular Formula: C₆H₁₄NO₂*Cl
• Molecular Weight: 167.636
• Hs Code.: 2922499990
• Mol file: 5619-05-6.mol

Synonyms:SCHEMBL22979518

Chemical Property of CID 11229005

Chemical Property:

• Vapor Pressure: 4.8mmHg at 25°C
• Melting Point: 171 °C
• Boiling Point: 145.7 °C at 760 mmHg
• Flash Point: 20.7 °C
• PSA: 52.32000
• LogP: 1.64500
• Storage Temp.: −20°C
• Water Solubility.: Soluble in water
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 167.0713064
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

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

DL-Valine Methyl Ester Hydrochloride >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)OC)[NH3+].[Cl-]
• Uses: DL-Valine Methyl Ester is an intermediate used to prepare tetrahydrobenzodiazepinones with anti-HIV activities. It is also used to synthesize [(acylamino)methyl]lambertianic acid derivatives with antitumor activities.

Technology Process of CID 11229005

There total 5 articles about CID 11229005 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: 98.4%

methanol (67-56-1) + D,L-valine (516-06-3,25609-85-2,7004-03-7,921-10-8) → DL-valine methyl ester hydrochloride (5619-05-6,6306-52-1,7146-15-8)

Guidance literature:

With chloro-trimethyl-silane; Heating;

DOI:10.1134/S1070363207040135

Reference yield: 54.0%

N-benzyl-L-valine methyl ester (40216-62-4) → DL-valine methyl ester hydrochloride (5619-05-6,6306-52-1,7146-15-8)

Guidance literature:

N-benzyl-L-valine methyl ester; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccasefrom Trametes versicolor; oxygen; acetic acid; In water; at 30 ℃; for 168h; pH=4.5; Enzymatic reaction;

With hydrogenchloride; In water;

DOI:10.1002/adsc.201500165

Reference yield:

L-Valine methyl ester (4070-48-8) → DL-valine methyl ester hydrochloride (5619-05-6,6306-52-1,7146-15-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hydroxide monohydrate / N,N-dimethyl-formamide / 0.75 h

1.2: 12 h / 20 °C

2.1: laccasefrom Trametes versicolor; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; acetic acid / water / 168 h / 30 °C / pH 4.5 / Enzymatic reaction

2.2: 3406

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; lithium hydroxide monohydrate; laccasefrom Trametes versicolor; oxygen; acetic acid; In water; N,N-dimethyl-formamide;

DOI:10.1002/adsc.201500165

upstream raw materials:

methanol

D,L-valine

trans-dichlorobis(2-imino-3-methylbutane acid-methylester)palladium

[PtCl₂(S(CH₃)2)(NH₂CH(COOCH₃)CH(CH₃)2)]

Downstream raw materials:

DL-2-(2-Benzylthioethylamino)-3-methyl-butanol-⁽¹⁾

methyl N-<<3-<(diethoxyphosphinyl)methyl>phenyl>methyl>-DL-valinate

Z-Leu-Val-OMe

1-[(4S)-isopropyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl]-ethanone

Refernces

• 1、 Wang, Tianli,Yu, Zhaoyuan,Hoon, Ding Long,Phee, Claire Yan,Lan, Yu,Lu, Yixin. "Regiodivergent Enantioselective γ-Additions of Oxazolones to 2,3-Butadienoates Catalyzed by Phosphines: Synthesis of α,α-Disubstituted α-Amino Acids and N,O-Acetal Derivatives". supporting information. p. 265 - 271. Retrieved 2016/01/25.
• 2、 Palacio, Carole,Connon, Stephen J.. "C-5′-substituted cinchona alkaloid derivatives catalyse the first highly enantioselective dynamic kinetic resolutions of azlactones by thiolysis". supporting information. p. 5398 - 5413. Retrieved 2013/09/02.