(R)-2-benzyloxycarbonylamino-5-hydroxypentanoic acid methyl ester

Base Information

• Chemical Name: (R)-2-benzyloxycarbonylamino-5-hydroxypentanoic acid methyl ester
• CAS No.: 182005-26-1
• Molecular Formula: C₁₄H₁₉NO₅
• Molecular Weight: 281.309
• Mol file: 182005-26-1.mol

Synonyms:(R)-2-benzyloxycarbonylamino-5-hydroxypentanoic acid methyl ester

Chemical Property of (R)-2-benzyloxycarbonylamino-5-hydroxypentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-benzyloxycarbonylamino-5-hydroxypentanoic acid methyl ester

There total 5 articles about (R)-2-benzyloxycarbonylamino-5-hydroxypentanoic acid methyl ester 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%

N-(benzyloxycarbonyl)-D-glutamic acid 1-methyl ester (26566-11-0) → (R)-2-benzyloxycarbonylamino-5-hydroxypentanoic acid methyl ester (182005-26-1)

Guidance literature:

N-(benzyloxycarbonyl)-D-glutamic acid 1-methyl ester; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -15 ℃; for 14h;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃; for 0.833333h;

DOI:10.1021/acs.jmedchem.5b00933

Reference yield: 99.0%

methanol (67-56-1) + (R)-4-(3-Hydroxy-propyl)-5-oxo-oxazolidine-3-carboxylic acid benzyl ester (716349-66-5) → (R)-2-benzyloxycarbonylamino-5-hydroxypentanoic acid methyl ester (182005-26-1)

Guidance literature:

With sodium hydrogencarbonate; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2004.03.191

Reference yield:

(R)-2-Benzyloxycarbonylamino-5-isobutoxycarbonyloxy-5-oxo-pentanoic acid methyl ester → (R)-2-benzyloxycarbonylamino-5-hydroxypentanoic acid methyl ester (182005-26-1)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at -30 ℃; for 0.0833333h;

DOI:10.1246/cl.1996.621

upstream raw materials:

methanol

(R)-4-(3-Hydroxy-propyl)-5-oxo-oxazolidine-3-carboxylic acid benzyl ester

(4R)-4-(2-Carboxyethyl)-3-[(phenylmethoxy)carbonyl]oxazolidin-5-one

N-(benzyloxycarbonyl)-D-glutamic acid 1-methyl ester

Downstream raw materials:

(R)-2-Benzyloxycarbonylamino-5-bromo-pentanoic acid methyl ester

(R)-2-benzyloxycarbonylamino-5-iodopentanoic acid methyl ester

(R)-2-benzyloxycarbonylamino-5-(diethoxy-phosphoryl)-pentanoic acid methyl ester

(R)-2-benzyloxycarbonylamino-5-(diethoxy-phosphoryl)-pentanoic acid

Refernces

• 1、 -. "SUBSTITUTED 2-PHENYL-PYRIDINE DERIVATIVES". Page/Page column 24. . Retrieved 2011/04/14.
• 2、 -. "SUBSTITUTED 2-PHENYL-PYRIDINE DERIVATIVES". Page/Page column 59. . Retrieved 2009/11/29.