(1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}oxy)-1-methyl-2-oxoethyl]octyl 4-[(tert-butoxycarbonyl)(methyl)amino]-2,4,5-trideoxy-3-O-(methoxymethyl)-5-phenyl-L-erythro-pentonate

Base Information

Chemical Name:(1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}oxy)-1-methyl-2-oxoethyl]octyl 4-[(tert-butoxycarbonyl)(methyl)amino]-2,4,5-trideoxy-3-O-(methoxymethyl)-5-phenyl-L-erythro-pentonate
CAS No.:238753-89-4
Molecular Formula:C₄₂H₆₃NO₁₀
Molecular Weight:741.963
Hs Code.:

(1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}oxy)-1-methyl-2-oxoethyl]octyl 4-[(tert-butoxycarbonyl)(methyl)amino]-2,4,5-trideoxy-3-O-(methoxymethyl)-5-phenyl-L-erythro-pentonate

Synonyms:(1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}oxy)-1-methyl-2-oxoethyl]octyl 4-[(tert-butoxycarbonyl)(methyl)amino]-2,4,5-trideoxy-3-O-(methoxymethyl)-5-phenyl-L-erythro-pentonate

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Chemical Property of (1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}oxy)-1-methyl-2-oxoethyl]octyl 4-[(tert-butoxycarbonyl)(methyl)amino]-2,4,5-trideoxy-3-O-(methoxymethyl)-5-phenyl-L-erythro-pentonate

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Technology Process of (1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}oxy)-1-methyl-2-oxoethyl]octyl 4-[(tert-butoxycarbonyl)(methyl)amino]-2,4,5-trideoxy-3-O-(methoxymethyl)-5-phenyl-L-erythro-pentonate

There total 17 articles about (1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}oxy)-1-methyl-2-oxoethyl]octyl 4-[(tert-butoxycarbonyl)(methyl)amino]-2,4,5-trideoxy-3-O-(methoxymethyl)-5-phenyl-L-erythro-pentonate 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: 82.0%

: 65138-05-8
(S)-2-hydroxy-3-methylbutyric acid benzyl ester

: 238753-88-3
(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

: 238753-89-4
(1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}oxy)-1-methyl-2-oxoethyl]octyl 4-[(tert-butoxycarbonyl)(methyl)amino]-2,4,5-trideoxy-3-O-(methoxymethyl)-5-phenyl-L-erythro-pentonate

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; at 20 ℃; for 6h;
DOI:10.1055/s-1999-2765

Reference yield:

: 229981-04-8
(3R,4S)-4--3-(methoxymethoxy)-5-phenylpentanoic acid

: 238753-89-4
(1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}oxy)-1-methyl-2-oxoethyl]octyl 4-[(tert-butoxycarbonyl)(methyl)amino]-2,4,5-trideoxy-3-O-(methoxymethyl)-5-phenyl-L-erythro-pentonate

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / tetrahydrofuran / 1 h / 20 °C

2: 0.224 g / dimethylaminopyridine / benzene / 2 h / 20 °C

With dmap; triethylamine; In tetrahydrofuran; benzene; 1: Substitution / 2: Esterification;
DOI:10.1016/S0040-4020(00)00772-9

Reference yield:

: 178113-54-7
benzyl (2S,3R)-3-hydroxy-2-methyldecanoate

: 238753-89-4
(1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}oxy)-1-methyl-2-oxoethyl]octyl 4-[(tert-butoxycarbonyl)(methyl)amino]-2,4,5-trideoxy-3-O-(methoxymethyl)-5-phenyl-L-erythro-pentonate

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / ethyl acetate / 2 h

2: 98 percent / H₂ / Pd(OH)2 / ethanol / 2 h / 20 °C

3: 82 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / 6 h / 20 °C

With dmap; 2,4,6-trichlorobenzoyl chloride; hydrogen; triethylamine; palladium dihydroxide; In ethanol; ethyl acetate; 1: Esterification / 2: Hydrogenolysis / 3: Esterification;
DOI:10.1055/s-1999-2765