(1S)-cis-1-[(2, 3,6-trideoxy-3-trifluoroacetamido-α-L-arabinohexopyranosyl)oxy]-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-6,11-dioxo-3-(phenylcarbamoyloxy)methylnaphthacene

Base Information

Chemical Name:(1S)-cis-1-[(2, 3,6-trideoxy-3-trifluoroacetamido-α-L-arabinohexopyranosyl)oxy]-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-6,11-dioxo-3-(phenylcarbamoyloxy)methylnaphthacene
CAS No.:91578-17-5
Molecular Formula:C₃₄H₃₁F₃N₂O₁₁
Molecular Weight:700.622
Hs Code.:

(1S)-cis-1-[(2, 3,6-trideoxy-3-trifluoroacetamido-α-L-arabinohexopyranosyl)oxy]-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-6,11-dioxo-3-(phenylcarbamoyloxy)methylnaphthacene

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Chemical Property of (1S)-cis-1-[(2, 3,6-trideoxy-3-trifluoroacetamido-α-L-arabinohexopyranosyl)oxy]-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-6,11-dioxo-3-(phenylcarbamoyloxy)methylnaphthacene

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Technology Process of (1S)-cis-1-[(2, 3,6-trideoxy-3-trifluoroacetamido-α-L-arabinohexopyranosyl)oxy]-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-6,11-dioxo-3-(phenylcarbamoyloxy)methylnaphthacene

There total 12 articles about (1S)-cis-1-[(2, 3,6-trideoxy-3-trifluoroacetamido-α-L-arabinohexopyranosyl)oxy]-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-6,11-dioxo-3-(phenylcarbamoyloxy)methylnaphthacene 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: 93.0%

: 91578-16-4,91684-85-4
4-Nitro-benzoic acid (2S,3S,4S,6R)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-6-((1S,3S)-3,5,12-trihydroxy-6,11-dioxo-3-phenylcarbamoyloxymethyl-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy)-tetrahydro-pyran-3-yl ester

: 91578-17-5,91684-86-5
(7S,9S)-7-<(2',3',6'-trideoxy-3'-(trifluoroacetamido)-α-L-lyxohexapyranosyl)oxy>-7,8,9,10-tetrahydro-6,9,11-trihydroxy-9-<<(phenylcarbamoyl)oxy>methyl>-5,12-naphthacenedione

Guidance literature:: With sodium hydroxide; In methanol; dichloromethane; at 0 ℃; for 1.5h;
DOI:10.1021/jm00171a011

Reference yield:

: 91578-16-4,91684-85-4
4-Nitro-benzoic acid (2S,3R,4S,6R)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-6-((1S,3S)-3,5,12-trihydroxy-6,11-dioxo-3-phenylcarbamoyloxymethyl-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy)-tetrahydro-pyran-3-yl ester

: 91578-17-5,91684-86-5
(1S)-cis-1-[(2, 3,6-trideoxy-3-trifluoroacetamido-α-L-arabinohexopyranosyl)oxy]-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-6,11-dioxo-3-(phenylcarbamoyloxy)methylnaphthacene

Guidance literature:: With sodium hydroxide; In methanol; dichloromethane; at 0 ℃; for 1.5h;
DOI:10.1021/jm00171a011

Reference yield:

: 128572-89-4
4-Nitro-benzoic acid (2S,3R,4S)-6-chloro-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester

: 91578-17-5,91684-86-5
(1S)-cis-1-[(2, 3,6-trideoxy-3-trifluoroacetamido-α-L-arabinohexopyranosyl)oxy]-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-6,11-dioxo-3-(phenylcarbamoyloxy)methylnaphthacene

Guidance literature:: Multi-step reaction with 2 steps

1: silver trifluoromethanesulfonate / tetrahydrofuran; CH₂Cl₂; diethyl ether / 0.5 h / -5 °C

2: 0.1 M aq. NaOH / CH₂Cl₂; methanol / 1.5 h / 0 °C

With sodium hydroxide; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/jm00171a011