D-ISOLEUCINE-METHYL ESTER HYDROCHLORIDE

Base Information

• Chemical Name: D-ISOLEUCINE-METHYL ESTER HYDROCHLORIDE
• CAS No.: 167223-42-9
• Molecular Formula: C7H15NO2.ClH
• Molecular Weight: 181.663
• Mol file: 167223-42-9.mol

Synonyms:D-isoleucine methyl ester, hydrochloride;(D) isoleucine methyl ester hydrochloride;D-Isoleucin-methylester, Hydrochlorid;

Chemical Property of D-ISOLEUCINE-METHYL ESTER HYDROCHLORIDE

Chemical Property:

• PSA: 52.32000
• LogP: 2.03510

Purity/Quality:

97% ^*data from raw suppliers

D-IsoleucineMethylEsterHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: D-Isoleucine Methyl Ester Hydrochloride, is a protected form of D-Isoleucine (I820210). D-Isoleucine is not biosynthesized in the human body and is therefore categorized as an essential amino acid that must be obtained through diet.

Technology Process of D-ISOLEUCINE-METHYL ESTER HYDROCHLORIDE

There total 1 articles about D-ISOLEUCINE-METHYL ESTER 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:

methanol (67-56-1) + D-Isoleucine (319-78-8,959215-79-3,18875-42-8) → D-isoleucine methyl ester hydrochloride (167223-42-9)

Guidance literature:

With thionyl chloride; at 40 ℃;

DOI:10.1016/0031-9422(88)80594-6

Reference yield: 51.0%

(2R)-2,3-dihydro-1H-inden-2-yl({[(phenylmethyl)oxy]carbonyl}amino)ethanoic acid (554448-74-7) + D-isoleucine methyl ester hydrochloride (167223-42-9) + 1-benzyloxy-2-isocyanobenzene (86652-64-4) + 2-methyl-1,3-oxazole-4-carbaldehyde (113732-84-6) → 2-((2R,5R)-2-((S)-sec-butyl)-5-(2,3-dihydro-1H-inden-2-yl)-3,6-dioxopiperazin-1-yl)-N-(2-hydroxyphenyl)-2-(2-methyloxazol-4-yl)acetamide (820957-43-5)

Guidance literature:

D-isoleucine methyl ester hydrochloride; With water; sodium hydrogencarbonate; In dichloromethane;

(2R)-2,3-dihydro-1H-inden-2-yl({[(phenylmethyl)oxy]carbonyl}amino)ethanoic acid; In methanol; dichloromethane; for 1h;

1-benzyloxy-2-isocyanobenzene; 2-methyl-1,3-oxazole-4-carbaldehyde; With hydrogen; acetic acid; palladium on activated charcoal; more than 3 stages;

Reference yield:

Cbz-D-Phe (2448-45-5) + D-isoleucine methyl ester hydrochloride (167223-42-9) → Carbobenzoxy-D-Phe-D-Ile

Guidance literature:

Multistep reaction; (i) ClCO₂Et, Et₃N, (ii) /BRN= 3912409/, Et₃N, (iii) aq. NaOH;

DOI:10.1021/jm00307a016

upstream raw materials:

methanol

D-Isoleucine

Downstream raw materials:

Retosiban

2-((2R,5R)-2-((S)-sec-butyl)-5-(2,3-dihydro-1H-inden-2-yl)-3,6-dioxopiperazin-1-yl)-N-(2-hydroxyphenyl)-2-(2-methyloxazol-4-yl)acetamide

Refernces

• 1、 Tan, Karen Co,Wakimoto, Toshiyuki,Takada, Kentaro,Ohtsuki, Takashi,Uchiyama, Nahoko,Goda, Yukihiro,Abe, Ikuro. "Cycloforskamide, a cytotoxic macrocyclic peptide from the sea slug Pleurobranchus forskalii". . p. 1388 - 1391. Retrieved 2013/08/23.