N-methyl (2R)-2-[(S)-1-[((benzyloxy)carbonyl)amino]-1-(3-benzyloxy-5-methoxy-4-methylphenyl)methylcarboxamido]-2-(3,5-dihydroxy-4-methoxyphenyl)ethanamide

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Chemical Name:N-methyl (2R)-2-[(S)-1-[((benzyloxy)carbonyl)amino]-1-(3-benzyloxy-5-methoxy-4-methylphenyl)methylcarboxamido]-2-(3,5-dihydroxy-4-methoxyphenyl)ethanamide
CAS No.:301530-19-8
Molecular Formula:C₃₅H₃₇N₃O₉
Molecular Weight:643.693
Hs Code.:

N-methyl (2R)-2-[(S)-1-[((benzyloxy)carbonyl)amino]-1-(3-benzyloxy-5-methoxy-4-methylphenyl)methylcarboxamido]-2-(3,5-dihydroxy-4-methoxyphenyl)ethanamide

Synonyms:N-methyl (2R)-2-[(S)-1-[((benzyloxy)carbonyl)amino]-1-(3-benzyloxy-5-methoxy-4-methylphenyl)methylcarboxamido]-2-(3,5-dihydroxy-4-methoxyphenyl)ethanamide

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Chemical Property of N-methyl (2R)-2-[(S)-1-[((benzyloxy)carbonyl)amino]-1-(3-benzyloxy-5-methoxy-4-methylphenyl)methylcarboxamido]-2-(3,5-dihydroxy-4-methoxyphenyl)ethanamide

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Technology Process of N-methyl (2R)-2-[(S)-1-[((benzyloxy)carbonyl)amino]-1-(3-benzyloxy-5-methoxy-4-methylphenyl)methylcarboxamido]-2-(3,5-dihydroxy-4-methoxyphenyl)ethanamide

There total 3 articles about N-methyl (2R)-2-[(S)-1-[((benzyloxy)carbonyl)amino]-1-(3-benzyloxy-5-methoxy-4-methylphenyl)methylcarboxamido]-2-(3,5-dihydroxy-4-methoxyphenyl)ethanamide 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:

: 299179-30-9
2-azido-2-(3,5-bis-benzyloxy-4-methoxy-phenyl)-N-methyl-acetamide

: 301530-19-8
N-methyl (2R)-2-[(S)-1-[((benzyloxy)carbonyl)amino]-1-(3-benzyloxy-5-methoxy-4-methylphenyl)methylcarboxamido]-2-(3,5-dihydroxy-4-methoxyphenyl)ethanamide

Guidance literature:: Multi-step reaction with 2 steps

1: H₂; aq. HCl / Pd/C / methanol; tetrahydrofuran / 12 h / 760.05 Torr

2: 70 mg / HOAt; EDCI; TMP / CH₂Cl₂; dimethylformamide / 0 - 20 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; hydrogen; thymidine 5'-phosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Reduction / 2: Acylation;
DOI:10.1021/ol000180h

Reference yield:

: 2-amino-2-(3,5-dihydroxy-4-methoxy-phenyl)-N-methyl-acetamide

: 301530-18-7
(S)-N-(benzyloxycarbonyl)-(3-benzyloxy-5-methoxy-4-methylphenyl)-glycine

: 301530-19-8
N-methyl (2R)-2-[(S)-1-[((benzyloxy)carbonyl)amino]-1-(3-benzyloxy-5-methoxy-4-methylphenyl)methylcarboxamido]-2-(3,5-dihydroxy-4-methoxyphenyl)ethanamide

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; thymidine 5'-phosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1021/ol000180h

Reference yield:

: 301530-17-6
(S)-N-(benzyloxycarbonyl)-1-(3-benzyloxy-5-methoxy-4-methylphenyl)-2-hydroxyethylamine

: 301530-19-8
N-methyl (2R)-2-[(S)-1-[((benzyloxy)carbonyl)amino]-1-(3-benzyloxy-5-methoxy-4-methylphenyl)methylcarboxamido]-2-(3,5-dihydroxy-4-methoxyphenyl)ethanamide

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / TEMPO; NaOCl; KBr / aq. NaHCO₃; acetone / 2.5 h / 0 °C

2: 70 mg / HOAt; EDCI; TMP / CH₂Cl₂; dimethylformamide / 0 - 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; 1-hydroxy-7-aza-benzotriazole; thymidine 5'-phosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium bromide; In dichloromethane; sodium hydrogencarbonate; N,N-dimethyl-formamide; acetone; 1: Oxidation / 2: Acylation;
DOI:10.1021/ol000180h