N-[(1S,2R)-2-(3-butyl-2-oxo-1,3,4-oxadiazolin-5-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-[5-(benzyloxycarbonylamino)-6-oxo-2-phenylhydropyrimidinyl]acetamide

Base Information

Chemical Name:N-[(1S,2R)-2-(3-butyl-2-oxo-1,3,4-oxadiazolin-5-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-[5-(benzyloxycarbonylamino)-6-oxo-2-phenylhydropyrimidinyl]acetamide
CAS No.:356533-97-6
Molecular Formula:C₃₁H₃₆N₆O₇
Molecular Weight:604.663
Hs Code.:

N-[(1S,2R)-2-(3-butyl-2-oxo-1,3,4-oxadiazolin-5-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-[5-(benzyloxycarbonylamino)-6-oxo-2-phenylhydropyrimidinyl]acetamide

Synonyms:N-[(1S,2R)-2-(3-butyl-2-oxo-1,3,4-oxadiazolin-5-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-[5-(benzyloxycarbonylamino)-6-oxo-2-phenylhydropyrimidinyl]acetamide

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Chemical Property of N-[(1S,2R)-2-(3-butyl-2-oxo-1,3,4-oxadiazolin-5-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-[5-(benzyloxycarbonylamino)-6-oxo-2-phenylhydropyrimidinyl]acetamide

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Technology Process of N-[(1S,2R)-2-(3-butyl-2-oxo-1,3,4-oxadiazolin-5-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-[5-(benzyloxycarbonylamino)-6-oxo-2-phenylhydropyrimidinyl]acetamide

There total 1 articles about N-[(1S,2R)-2-(3-butyl-2-oxo-1,3,4-oxadiazolin-5-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-[5-(benzyloxycarbonylamino)-6-oxo-2-phenylhydropyrimidinyl]acetamide 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:

: 148747-59-5
5-benzyloxycarbonylamino-6-oxo-2-phenyl-1,6-dihydropyrimidin-1-ylmethylcarboxylic acid

: 5-[(2S,1R)-2-amino-1-hydroxy-3-methylbutyl]-3-butyl-1,3,4-oxadiazolin-2-one hydrochloride

: 356533-97-6
N-[(1S,2R)-2-(3-butyl-2-oxo-1,3,4-oxadiazolin-5-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-[5-(benzyloxycarbonylamino)-6-oxo-2-phenylhydropyrimidinyl]acetamide

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1016/S0968-0896(01)00007-4

Reference yield: 98.0%

: 356533-97-6
N-[(1S,2R)-2-(3-butyl-2-oxo-1,3,4-oxadiazolin-5-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-[5-(benzyloxycarbonylamino)-6-oxo-2-phenylhydropyrimidinyl]acetamide

: 356533-98-7
N-[(1S)-2-(3-butyl-2-oxo-1,3,4-oxadiazolin-5-yl)-1-(methylethyl)-2-oxoethyl]-2-[5-(benzyloxycarbonylamino)-6-oxo-2-phenylhydropyrimidinyl]acetamide

Guidance literature:: With 4-methyl-morpholine; oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -70 - -20 ℃; for 2.5h;
DOI:10.1016/S0968-0896(01)00007-4

Reference yield:

: 356533-97-6
N-[(1S,2R)-2-(3-butyl-2-oxo-1,3,4-oxadiazolin-5-yl)-2-hydroxy-1-(methylethyl)ethyl]-2-[5-(benzyloxycarbonylamino)-6-oxo-2-phenylhydropyrimidinyl]acetamide

: 2-(5-amino-6-oxo-2-phenyl-6H-pyrimidin-1-yl)-N-[1-(4-butyl-5-oxo-4,5-dihydro-[1,3,4]oxadiazole-2-carbonyl)-2-methyl-propyl]-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / oxalyl chloride; dimethyl sulfoxide; N-methylmorpholine / CH₂Cl₂ / 2.5 h / -70 - -20 °C

2: 85 percent / hydrogen; HCl / Pd-C / ethyl acetate; methanol; H₂O / 3.5 h

With 4-methyl-morpholine; hydrogenchloride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate; 1: Swern oxidation;
DOI:10.1016/S0968-0896(01)00007-4