(1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}amino)-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}amino)-1-methyl-2-oxoethyl]octyl 4-[(tert-butoxycarbonyl)(methyl)amino]-2,4,5-trideoxy-3-O-(methoxymethyl)-5-phenyl-L-erythro-pentonate
CAS No.:314031-06-6
Molecular Formula:C₄₂H₆₄N₂O₉
Molecular Weight:740.978
Hs Code.:

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

There total 7 articles about (1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}amino)-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:

: 314031-03-3
benzyl (2S)-2-{[(2S,3R)-3-hydroxy-2-methyldecanoyl]amino}-3-methylbutanoate

: C₂₆H₃₀Cl₃NO₇

: 314031-06-6
(1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}amino)-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; In benzene; at 20 ℃; for 2h;
DOI:10.1016/S0040-4020(00)00772-9

Reference yield:

: 124-13-0
Octanal

: 314031-06-6
(1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}amino)-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 6 steps

1: 90 percent / Et₃N; n-Bu₂BOTf / CH₂Cl₂ / 3 h / -78 - 20 °C

2: 88 percent / pyridinium-p-toluenesulfonate / CH₂Cl₂ / 20 °C

3: 84 percent / aq. H₂O₂; aq. LiOH / tetrahydrofuran / 3.5 h / 0 - 20 °C

4: 70 percent / diisopropylethylamine; [benzotriazol-1-yloxy-tris(dimethylamino)phosphonium]PF₆ / acetonitrile / 2 h / 20 °C

5: 90 percent / p-TsOH / methanol / 2 h / 20 °C

6: 0.48 g / 4-dimethylaminopyridine / benzene / 2 h / 20 °C

With dmap; lithium hydroxide; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; pyridinium p-toluenesulfonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; benzene; 1: Condensation / 2: Addition / 3: amide cleavage / 4: Condensation / 5: ketal cleavage / 6: Esterification;
DOI:10.1016/S0040-4020(00)00772-9

Reference yield:

: 174623-92-8
(2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoic acid

: 314031-06-6
(1R)-1-[(1S)-2-({(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl}amino)-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: 70 percent / diisopropylethylamine; [benzotriazol-1-yloxy-tris(dimethylamino)phosphonium]PF₆ / acetonitrile / 2 h / 20 °C

2: 90 percent / p-TsOH / methanol / 2 h / 20 °C

3: 0.48 g / 4-dimethylaminopyridine / benzene / 2 h / 20 °C

With dmap; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In methanol; acetonitrile; benzene; 1: Condensation / 2: ketal cleavage / 3: Esterification;
DOI:10.1016/S0040-4020(00)00772-9