(2R,3R,4R)-4-(N-(tert-butyloxy)carbonyl-N-methyl)amino-2,3-di(4-methoxybenzyl)oxy-5-methoxy-N-(3R-((4-methoxycarbonyl)-2-oxazolyl)-1-butyl)pentamide

Base Information

Chemical Name:(2R,3R,4R)-4-(N-(tert-butyloxy)carbonyl-N-methyl)amino-2,3-di(4-methoxybenzyl)oxy-5-methoxy-N-(3R-((4-methoxycarbonyl)-2-oxazolyl)-1-butyl)pentamide
CAS No.:410081-27-5
Molecular Formula:C₃₇H₅₁N₃O₁₁
Molecular Weight:713.825
Hs Code.:

Synonyms:(2R,3R,4R)-4-(N-(tert-butyloxy)carbonyl-N-methyl)amino-2,3-di(4-methoxybenzyl)oxy-5-methoxy-N-(3R-((4-methoxycarbonyl)-2-oxazolyl)-1-butyl)pentamide

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Chemical Property of (2R,3R,4R)-4-(N-(tert-butyloxy)carbonyl-N-methyl)amino-2,3-di(4-methoxybenzyl)oxy-5-methoxy-N-(3R-((4-methoxycarbonyl)-2-oxazolyl)-1-butyl)pentamide

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Technology Process of (2R,3R,4R)-4-(N-(tert-butyloxy)carbonyl-N-methyl)amino-2,3-di(4-methoxybenzyl)oxy-5-methoxy-N-(3R-((4-methoxycarbonyl)-2-oxazolyl)-1-butyl)pentamide

There total 14 articles about (2R,3R,4R)-4-(N-(tert-butyloxy)carbonyl-N-methyl)amino-2,3-di(4-methoxybenzyl)oxy-5-methoxy-N-(3R-((4-methoxycarbonyl)-2-oxazolyl)-1-butyl)pentamide 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: 72.0%

: 144681-92-5
methyl 2-(4-amino-(2R)-butyl)-4-oxazolecarboxylate

: 410081-20-8
(3R,4R,5R)-4-(N-tert-butyloxycarbonyl)-N-methylamino-5-methoxy-2,3-di(4-methoxybenzyl)oxyhexanoic acid

: 410081-27-5
(2R,3R,4R)-4-(N-(tert-butyloxy)carbonyl-N-methyl)amino-2,3-di(4-methoxybenzyl)oxy-5-methoxy-N-(3R-((4-methoxycarbonyl)-2-oxazolyl)-1-butyl)pentamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 10h;
DOI:10.1139/v01-133

Reference yield:

: 137664-55-2
methyl 2-(4-azido-(2R)-butyl)-4-oxazolecarboxylate

: 410081-27-5
(2R,3R,4R)-4-(N-(tert-butyloxy)carbonyl-N-methyl)amino-2,3-di(4-methoxybenzyl)oxy-5-methoxy-N-(3R-((4-methoxycarbonyl)-2-oxazolyl)-1-butyl)pentamide

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / H₂ / 10 percent Pd/C / methanol / 2 h

2: 72 percent / 1-hydroxybenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 10 h / 0 - 20 °C

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1139/v01-133

Reference yield:

: 144681-89-0
(5R)-methyl 3-aza-4-methoxy-5-methyl-3,7-octadienoate

: 410081-27-5
(2R,3R,4R)-4-(N-(tert-butyloxy)carbonyl-N-methyl)amino-2,3-di(4-methoxybenzyl)oxy-5-methoxy-N-(3R-((4-methoxycarbonyl)-2-oxazolyl)-1-butyl)pentamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: t-BuOK / tetrahydrofuran / 17 h / -10 - 20 °C

1.2: 77 percent / BF₃*OEt₂ / tetrahydrofuran / 46 h / -78 - 20 °C

2.1: 79 percent / NaIO₄; OsO₄ / H₂O; acetone / 5 h

3.1: 93 percent / NaBH₄ / methanol / 1 h / -12 °C

4.1: 84 percent / Et₃N / diethyl ether / 0.75 h / -10 °C

5.1: 87 percent / NaN₃ / dimethylsulfoxide / 7 h / 70 °C

6.1: 98 percent / H₂ / 10 percent Pd/C / methanol / 2 h

7.1: 72 percent / 1-hydroxybenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 10 h / 0 - 20 °C

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; sodium azide; potassium tert-butylate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1139/v01-133