Methyl D-valinate hydrochloride

Base Information

• Chemical Name: Methyl D-valinate hydrochloride
• CAS No.: 7146-15-8
• Molecular Formula: C6H13NO2^.HCl
• Molecular Weight: 167.636
• Hs Code.: 2922499990
• European Community (EC) Number: 230-454-7
• DSSTox Substance ID: DTXSID60221673
• Mol file: 7146-15-8.mol

Synonyms:7146-15-8;D-Valine methyl ester hydrochloride;H-D-Val-OMe.HCl;Methyl D-valinate hydrochloride;21685-47-2;(R)-Methyl 2-amino-3-methylbutanoate hydrochloride;H-D-VAL-OME HCL;Methyl D-valinate HCl;MFCD00237309;D-Valine methyl ester HCl;D-Valine, methyl ester, hydrochloride;D-Valine methyl ester, HCl;methyl (2R)-2-amino-3-methylbutanoate hydrochloride;O-Methyl-D-valine (hydrochloride);EINECS 230-454-7;methyl (2R)-2-amino-3-methylbutanoate;hydrochloride;NSC 22921;H-D-Val-OMe;H-D-Val-OMe*HCl;SCHEMBL203200;methyl (2R)-2-amino-3-methyl-butanoate hydrochloride;DTXSID60221673;KUGLDBMQKZTXPW-NUBCRITNSA-N;(D)-valine methylester hydrochloride;D-Valine methyl ester, hydrochloride;HY-79708A;(D)-valine methyl ester hydrochloride;AKOS015845937;AC-8672;GS-3244;AC-22371;AM20100674;CS-0012693;V0094;EN300-716335;I10617;A837188;J-300306;Q-101858;D-Valine methyl ester hydrochloride, >=99.0% (AT);methyl (2R)-2-azanyl-3-methyl-butanoate hydrochloride;(2R)-2-amino-3-methylbutanoic acid methyl ester hydrochloride;(R)-2-amino-3-methyl-butyric acid methyl ester hydrochloride;(R)-2-Amino-3-methyl-butyric acid methyl ester

Chemical Property of Methyl D-valinate hydrochloride

Chemical Property:

• Appearance/Colour: Crystalline
• Melting Point: ~170 °C (dec.)
• Refractive Index: -15 ° (C=2, H2O)
• Boiling Point: 145.7 °C at 760 mmHg
• Flash Point: 20.7 °C
• PSA: 52.32000
• LogP: 1.64500
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 167.0713064
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

D-Valine methyl ester hydrochloride 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C(C(=O)OC)N.Cl
• Isomeric SMILES: CC(C)[C@H](C(=O)OC)N.Cl
• Uses: D-Valine methyl ester hydrochloride is a protected form of D-Valine (V094200). D-Valine (an isomer of the essential amino acid L-Valine [V094205])exhibited inhibitory effects on fibroblasts that contaminated mammalian kidney cultures, allowing for selective growth epithelial cells. D-Valine is also known for its presence in the structure of Actinomycin D, an antitumour drug. D-Valine is naturally synthesized by Streptomyces antibioticus.

Technology Process of Methyl D-valinate hydrochloride

There total 24 articles about Methyl D-valinate hydrochloride 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: 98.0%

methanol (67-56-1) + D-Val-OH (640-68-6,25609-85-2,7004-03-7,921-10-8) → D-Valine methyl ester hydrochloride (7146-15-8)

Guidance literature:

With thionyl chloride; 1.) -15 deg C, 40 min, 2.) 40 deg C, 2 h;

DOI:10.1016/S0040-4020(01)89507-7

Reference yield: 77.0%

dimethyl 2-(benzyloxy)-5-(<(2S,5R)-2,5-dihydro-5-isopropyl-3,6-dimethoxypyrazin-2-yl>methyl)phenylphosphonate → D-Valine methyl ester hydrochloride (7146-15-8) + methyl (2S)-2-amino-3-<4-(benzyloxy)-3-(dimethoxyphosphoryl)phenyl>propionate hydrochloride

Guidance literature:

With hydrogenchloride; for 100h; Ambient temperature;

DOI:10.1002/hlca.19930760706

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:

(R)-α-methylbenzylcarbamoyl-D-valine methyl ester

2-(Methoxycarbonylamino)isovaleriansaeure-methylester

N-[(2-nitrophenyl)sulfonyl]-D-valine methyl ester

N-benzyl-D-valine methyl ester

Refernces

• 1、 Peiretti, Franck,Montanari, Roberta,Capelli, Davide,Bonardo, Bernadette,Colson, Cécilia,Amri, Ez-Zoubir,Grimaldi, Marina,Balaguer, Patrick,Ito, Keiichi,Roeder, Robert G.,Pochetti, Giorgio,Brunel, Jean Michel. "A Novel N-Substituted Valine Derivative with Unique Peroxisome Proliferator-Activated Receptor γbinding Properties and Biological Activities". . p. 13124 - 13139. Retrieved 2020/12/02.
• 2、 Fonari,Pluzhnik-Gladyr,Kamalov,Kravtsov, V. Kh.. "Cocrystallization of Chiral N7,N16-bis (S-1-Phenylethyl)-1,4,10,13-Tetraoxo-7,16-Diazacyclooctadecane-7,16-Dicarboxamide with Hydrochlorides of Methyl Ethers of Leucine and Valine Enantiomers". . p. 143 - 150. Retrieved 2019/04/30.