Methyl 2-isothiocyanato-3-methylbutanoate

Base Information

• Chemical Name: Methyl 2-isothiocyanato-3-methylbutanoate
• CAS No.: 114877-91-7
• Molecular Formula: C7H11 N O2 S
• Molecular Weight: 173.236
• Nikkaji Number: J2.451.998H
• Mol file: 114877-91-7.mol

Synonyms:Methyl 2-isothiocyanato-3-methylbutanoate;114877-91-7;methyl N-(thioxomethylene)valinate;Methyl 2-isothiocyanato-3-methylbutyrate;methyl 2-isothiocyanato-3-methyl-butanoate;SCHEMBL1531190;MFTMQIVHQZBFTC-UHFFFAOYSA-N;AKOS003383280;LS-04529;FT-0638077;Methyl 2-isothiocyanato-3-methylbutanoate #;EN300-1458809

Chemical Property of Methyl 2-isothiocyanato-3-methylbutanoate

Chemical Property:

• Vapor Pressure: 0.0667mmHg at 25°C
• Boiling Point: 230.2°Cat760mmHg
• Flash Point: 93°C
• PSA: 70.75000
• Density: 1.08g/cm³
• LogP: 1.28680
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 173.05104977
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)OC)N=C=S

Technology Process of Methyl 2-isothiocyanato-3-methylbutanoate

There total 10 articles about Methyl 2-isothiocyanato-3-methylbutanoate 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: 80.0%

thiophosgene (463-71-8) + L-valine methylester hydrochloride (6306-52-1) → methyl (S)-2-isothiocyanato-3-methylbutanoate (114877-91-7)

Guidance literature:

With calcium carbonate; In tetrachloromethane; water; for 10h; Ambient temperature;

Reference yield: 63.0%

carbon disulfide (75-15-0,12122-00-8) + L-valine methylester hydrochloride (6306-52-1) → methyl (S)-2-isothiocyanato-3-methylbutanoate (114877-91-7)

Guidance literature:

carbon disulfide; L-valine methylester hydrochloride; With 4-methyl-morpholine; In dichloromethane; at 20 ℃; for 0.166667h;

With 4‐(4,6‐dimethoxy‐1,3,5‐triazin‐2‐yl)‐4‐methylmorpholinium toluene‐4‐sulfonate; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.3390/molecules26092740

Reference yield:

carbon disulfide (75-15-0,12122-00-8) → methyl (S)-2-isothiocyanato-3-methylbutanoate (114877-91-7)

Guidance literature:

carbon disulfide; methyl L-valine salt; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

With p-toluenesulfonyl chloride; at 0 ℃; for 3h;

DOI:10.1055/s-0034-1379638

upstream raw materials:

carbon disulfide

DL-valine methyl ester hydrochloride

thiophosgene

L-valine methylester hydrochloride

Downstream raw materials:

(S)-1-(diphenylphosphino)-N-(1-(methoxycarbonyl)-2-methylpropyl)thioformamide

C₂₀H₃₀N₄O₅S₂

Boc-Phe-NH-NH-CS-Val-OMe