Boc-D-methioninol

Base Information

• Chemical Name: Boc-D-methioninol
• CAS No.: 91177-57-0
• Molecular Formula: C10H21 N O3 S
• Molecular Weight: 235.348
• Mol file: 91177-57-0.mol

Synonyms:Carbamicacid, [(1R)-1-(hydroxymethyl)-3-(methylthio)propyl]-, 1,1-dimethylethyl ester(9CI); Carbamic acid, [1-(hydroxymethyl)-3-(methylthio)propyl]-,1,1-dimethylethyl ester, (R)-

Chemical Property of Boc-D-methioninol

Chemical Property:

• Appearance/Colour: Colorless crystalline
• PSA: 83.86000
• LogP: 2.01600
• Storage Temp.: Store at 0°C

Purity/Quality:

min 98.0% ^*data from raw suppliers

Boc-D-Methioninol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boc-D-methioninol

There total 6 articles about Boc-D-methioninol 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: 89.0%

D-methionine (348-67-4,26062-47-5,58576-49-1) + tert-butyldicarbonate (34619-03-9) → tert-butyl (1R)-1-(hydroxymethyl)-3-(methylsulfanyl)propylcarbamate (91177-57-0)

Guidance literature:

D-methionine; tert-butyldicarbonate; With sodium hydroxide; In 1,4-dioxane; water; at 0 ℃; for 3.5h;

With 4-methyl-morpholine; sodium tetrahydroborate; chloroformic acid ethyl ester; In tetrahydrofuran; methanol; at -20 - 0 ℃;

DOI:10.3390/molecules24050873

Reference yield: 89.0%

(R)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyric acid methyl ester (33900-24-2) → tert-butyl (1R)-1-(hydroxymethyl)-3-(methylsulfanyl)propylcarbamate (91177-57-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; 1.) 0 deg C, 1 h, 2.) room temp., 1 h;

DOI:10.1016/S0040-4039(01)80104-0

Reference yield:

(R)-N-(tert-butoxycarbonyl)methionine (5241-66-7) → tert-butyl (1R)-1-(hydroxymethyl)-3-(methylsulfanyl)propylcarbamate (91177-57-0)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In toluene; at 0 - 25 ℃;

DOI:10.1016/j.bmcl.2003.12.031

upstream raw materials:

(R)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyric acid methyl ester

(R)-N-(tert-butoxycarbonyl)methionine

N-t-butoxycarbonyl-D-methionine

D-methionine

Downstream raw materials:

(R)-2-amino-4-methylthio-1-butanol

N-tert.-butyloxycarbonyl-L-serinal

3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-4-methylsulfanyl-2-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-butyl ester

(S)-2-{(R)-2-[tert-Butoxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-amino]-3-hydroxy-propylamino}-succinic acid dibenzyl ester

Refernces

• 1、 Nagaoka, Hikaru,Nishiwaki, Hisashi,Kubo, Takuya,Akamatsu, Miki,Yamauchi, Satoshi,Shuto, Yoshihiro. "Docking model of the nicotinic acetylcholine receptor and nitromethylene neonicotinoid derivatives with a longer chiral substituent and their biological activities". . p. 759 - 769. Retrieved 2015/02/19.
• 2、 -. "3-AMINO-2-HRYDROXYALKANOIC ACIDS AND THEIR PRODRUGS". Page 13-14. . Retrieved 2010/02/06.