(R)-methyl 6-(N-(benzyloxy)formamido)-2-(2-(2-hydroxyphenyl)-5-methyloxazole-4-carboxamido)hexanoate

Base Information

Chemical Name:(R)-methyl 6-(N-(benzyloxy)formamido)-2-(2-(2-hydroxyphenyl)-5-methyloxazole-4-carboxamido)hexanoate
CAS No.:937244-48-9
Molecular Formula:C₂₆H₂₉N₃O₇
Molecular Weight:495.532
Hs Code.:

Synonyms:(R)-methyl 6-(N-(benzyloxy)formamido)-2-(2-(2-hydroxyphenyl)-5-methyloxazole-4-carboxamido)hexanoate

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Chemical Property of (R)-methyl 6-(N-(benzyloxy)formamido)-2-(2-(2-hydroxyphenyl)-5-methyloxazole-4-carboxamido)hexanoate

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Technology Process of (R)-methyl 6-(N-(benzyloxy)formamido)-2-(2-(2-hydroxyphenyl)-5-methyloxazole-4-carboxamido)hexanoate

There total 10 articles about (R)-methyl 6-(N-(benzyloxy)formamido)-2-(2-(2-hydroxyphenyl)-5-methyloxazole-4-carboxamido)hexanoate 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: 61.0%

: methyl (2R)-2-amino-6-(N-(benzyloxy)formamido)hexanoate hydrobromide

: 53669-44-6
2-(2-hydroxyphenyl)-5-methyloxazole-4-carboxylic acid

: 937244-48-9
(R)-methyl 6-(N-(benzyloxy)formamido)-2-(2-(2-hydroxyphenyl)-5-methyloxazole-4-carboxamido)hexanoate

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In acetonitrile; at 20 ℃;
DOI:10.1021/ol070382e

Reference yield:

: 370103-09-6
(2S,3R)-benzyl 2-(2-(benzyloxy)phenylamido)-3-hydroxybutanoate

: 937244-48-9
(R)-methyl 6-(N-(benzyloxy)formamido)-2-(2-(2-hydroxyphenyl)-5-methyloxazole-4-carboxamido)hexanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: Deoxo-Fluor / CH₂Cl₂ / 0.5 h / -20 °C

1.2: 83 percent / BrCCl₃; DBU / CH₂Cl₂ / 4.5 h / 2 - 3 °C

2.1: 95 percent / H₂ / Pd/C / methanol; ethyl acetate / 2 h / 20 °C / 760.05 Torr

3.1: 61 percent / Et₃N; HOBt; EDC / acetonitrile / 20 °C

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; (bis-(2-methoxyethyl)amino)sulfur trufluoride; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/ol070382e

Reference yield:

: 937244-43-4
benzyl-2-[2-(benzyloxy)phenyl]-2-oxazole-3-methyl-4-carboxylate

: 937244-48-9
(R)-methyl 6-(N-(benzyloxy)formamido)-2-(2-(2-hydroxyphenyl)-5-methyloxazole-4-carboxamido)hexanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / H₂ / Pd/C / methanol; ethyl acetate / 2 h / 20 °C / 760.05 Torr

2: 61 percent / Et₃N; HOBt; EDC / acetonitrile / 20 °C

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In methanol; ethyl acetate; acetonitrile;
DOI:10.1021/ol070382e