Z-Val-OMe

Base Information

• Chemical Name: Z-Val-OMe
• CAS No.: 24210-19-3
• Molecular Formula: C14H19 N O4
• Molecular Weight: 265.309
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80450180
• Nikkaji Number: J275.601C
• Wikidata: Q82269777
• Mol file: 24210-19-3.mol

Synonyms:Z-Val-OMe;24210-19-3;Cbz-l-valine methyl ester;methyl (2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoate;Cbz-L-valinemethyl ester;SCHEMBL10535601;DTXSID80450180;LKTVCURTNIUHBH-LBPRGKRZSA-N;Methyl ((benzyloxy)carbonyl)valinate;benzyloxycarbonyl-l-valine methyl ester;BS-49112;N-(Benzyloxycarbonyl)-valine methyl ester;N-Benzyloxycarbonyl-L-valine methyl ester;Methyl N-[(benzyloxy)carbonyl]-L-valinate;CS-0187903;E75779;4-BROMO-BENZO[B]THIOPHENE-2-CARBOXYLICACID;A806757;(S)-methyl 2-(benzyloxycarbonylamino)-3-methylbutanoate;(S)-2-(Benzyloxycarbonylamino)-3-methylbutyric acid methyl ester;METHYL (2S)-2-{[(BENZYLOXY)CARBONYL]AMINO}-3-METHYLBUTANOATE

Chemical Property of Z-Val-OMe

Chemical Property:

• PSA: 64.63000
• LogP: 2.50130
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 265.13140809
• Heavy Atom Count: 19
• Complexity: 298

Purity/Quality:

98%Min ^*data from raw suppliers

Z-Val-Ome 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)OC)NC(=O)OCC1=CC=CC=C1
• Isomeric SMILES: CC(C)[C@@H](C(=O)OC)NC(=O)OCC1=CC=CC=C1

Technology Process of Z-Val-OMe

There total 32 articles about Z-Val-OMe 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: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (S)-N-(benzyloxycarbonyl)valine (1149-26-4) → methyl (2S)-3-methyl-[(benzyloxy)carbonylamino]butanoate (24210-19-3)

Guidance literature:

In diethyl ether;

DOI:10.1039/b004180g

Reference yield: 93.0%

methanol (67-56-1) + L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + benzyl chloroformate (501-53-1,94274-21-2) → methyl (2S)-3-methyl-[(benzyloxy)carbonylamino]butanoate (24210-19-3)

Guidance literature:

methanol; L-valine; With chloro-trimethyl-silane; at 0 - 20 ℃;

benzyl chloroformate; With pyridine; at 20 ℃; for 12h;

DOI:10.1021/jo049759+

Reference yield: 92.0%

carbon dioxide (124-38-9,18923-20-1) + L-valine methylester hydrochloride (6306-52-1) + benzyl chloride (100-44-7) → methyl (2S)-3-methyl-[(benzyloxy)carbonylamino]butanoate (24210-19-3)

Guidance literature:

carbon dioxide; L-valine methylester hydrochloride; With tetra-(n-butyl)ammonium iodide; caesium carbonate; In N,N-dimethyl-formamide; at 23 ℃; for 1h;

benzyl chloride; In N,N-dimethyl-formamide; at 23 ℃; for 24h;

DOI:10.1016/S0040-4020(02)00286-7

upstream raw materials:

diazomethane

(S)-N-(benzyloxycarbonyl)valine

methoxy-phenyl-sulfane

methanol

Downstream raw materials:

benzyl (S)-(1-hydrazineyl-3-methyl-1-oxobutan-2-yl)carbamate

N-benzyloxycarbonyl-L-valinol

((1S,2R)-2-Hydroxy-1-isopropyl-pent-4-enyl)-carbamic acid benzyl ester

((1S,2S)-2-Hydroxy-1-isopropyl-pent-4-enyl)-carbamic acid benzyl ester

Refernces

• 1、 Huang, Wei,Li, Jian,Liu, Bo,Tang, Feng,Zheng, Xing,Zhu, Yue. "An Atom-Economic Inverse Solid-Phase Peptide Synthesis Using Bn or BcM Esters of Amino Acids". supporting information. p. 7571 - 7574. Retrieved 2021/10/02.
• 2、 Bond, Andrew D.,Hanby, Abigail R.,King, Thomas A.,Moss, Thomas A.,Sore, Hannah F.,Spring, David R.,Stewart, Hannah L.. "An efficient, stereocontrolled and versatile synthetic route to bicyclic partially saturated privileged scaffolds". supporting information. p. 6818 - 6821. Retrieved 2020/07/04.