N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-((2R,4aR,6S,7S,8S,8aS)-7-benzyloxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

Base Information

Chemical Name:N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-((2R,4aR,6S,7S,8S,8aS)-7-benzyloxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide
CAS No.:637763-66-7
Molecular Formula:C₄₈H₅₈Cl₃NO₁₁Si
Molecular Weight:959.433
Hs Code.:

N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-((2R,4aR,6S,7S,8S,8aS)-7-benzyloxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

Synonyms:N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-((2R,4aR,6S,7S,8S,8aS)-7-benzyloxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

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Chemical Property of N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-((2R,4aR,6S,7S,8S,8aS)-7-benzyloxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

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Technology Process of N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-((2R,4aR,6S,7S,8S,8aS)-7-benzyloxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

There total 4 articles about N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-((2R,4aR,6S,7S,8S,8aS)-7-benzyloxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide 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:

: 637763-64-5
tert-butyldimethylsilyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 637763-66-7
N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-((2R,4aR,6S,7S,8S,8aS)-7-benzyloxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

Guidance literature:: With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 0.75h;
DOI:10.1021/ol035887t

Reference yield:

: phenyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside S-oxide

: 637763-66-7
N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-((2R,4aR,6S,7S,8S,8aS)-7-benzyloxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / di(tert-butyl)pyridine; triflic anhydride / CH₂Cl₂ / 1.25 h / -78 °C

2: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; water / CH₂Cl₂ / 0.75 h

With trifluoromethylsulfonic anhydride; di(tert-butyl)pyridine; water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1021/ol035887t

Reference yield:

: N-[(2R,4aR,6S,7R,8R,8aS)-8-Benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-2,2,2-trichloro-acetamide

: 637763-66-7
N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-((2R,4aR,6S,7S,8S,8aS)-7-benzyloxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-yl]-2,2,2-trichloro-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 63 percent / triethylsilane; trifluoromethanesulfonic acid; trifluoromethanesulfonic acid anhydride / CH₂Cl₂ / 1.67 h / 0 - 20 °C

2: 68 percent / di(tert-butyl)pyridine; triflic anhydride / CH₂Cl₂ / 1.25 h / -78 °C

3: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; water / CH₂Cl₂ / 0.75 h

With triethylsilane; trifluorormethanesulfonic acid; trifluoromethylsulfonic anhydride; di(tert-butyl)pyridine; water; trifluoromethanesulfonic acid anhydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1021/ol035887t