4-Nitro-benzoic acid (2S,3S,4S,6R)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-6-[(1S,3S)-3,5,12-trihydroxy-3-(4-methoxy-phenylcarbamoyloxymethyl)-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy]-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: 4-Nitro-benzoic acid (2S,3S,4S,6R)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-6-[(1S,3S)-3,5,12-trihydroxy-3-(4-methoxy-phenylcarbamoyloxymethyl)-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy]-tetrahydro-pyran-3-yl ester
• CAS No.: 91593-32-7
• Molecular Formula: C₄₂H₃₆F₃N₃O₁₅
• Molecular Weight: 879.754

Synonyms:4-Nitro-benzoic acid (2S,3S,4S,6R)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-6-[(1S,3S)-3,5,12-trihydroxy-3-(4-methoxy-phenylcarbamoyloxymethyl)-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy]-tetrahydro-pyran-3-yl ester

Chemical Property of 4-Nitro-benzoic acid (2S,3S,4S,6R)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-6-[(1S,3S)-3,5,12-trihydroxy-3-(4-methoxy-phenylcarbamoyloxymethyl)-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy]-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of 4-Nitro-benzoic acid (2S,3S,4S,6R)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-6-[(1S,3S)-3,5,12-trihydroxy-3-(4-methoxy-phenylcarbamoyloxymethyl)-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy]-tetrahydro-pyran-3-yl ester

There total 3 articles about 4-Nitro-benzoic acid (2S,3S,4S,6R)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-6-[(1S,3S)-3,5,12-trihydroxy-3-(4-methoxy-phenylcarbamoyloxymethyl)-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy]-tetrahydro-pyran-3-yl ester 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:

(7S,9S)-7,8,9,10-tetrahydro-6,7,9,11-terahydroxy-9-<<<(4-methoxyphenyl)carbamoyl>oxy>methyl>-5,12-naphthacenedione (91593-31-6) + 1-chloro-2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-L-lyxohexopyranose (63700-25-4) → 4-Nitro-benzoic acid (2S,3S,4S,6R)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-6-[(1S,3S)-3,5,12-trihydroxy-3-(4-methoxy-phenylcarbamoyloxymethyl)-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy]-tetrahydro-pyran-3-yl ester (91593-32-7)

Guidance literature:

With silver trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; dichloromethane; at -5 ℃; for 0.5h;

DOI:10.1021/jm00171a011

Reference yield:

4-methoxybenzoyl azide (3532-17-0) → 4-Nitro-benzoic acid (2S,3S,4S,6R)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-6-[(1S,3S)-3,5,12-trihydroxy-3-(4-methoxy-phenylcarbamoyloxymethyl)-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy]-tetrahydro-pyran-3-yl ester (91593-32-7)

Guidance literature:

Multi-step reaction with 2 steps

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

With silver trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/jm00171a011

Reference yield:

C27H21BO8 (78499-66-8) → 4-Nitro-benzoic acid (2S,3S,4S,6R)-2-methyl-4-(2,2,2-trifluoro-acetylamino)-6-[(1S,3S)-3,5,12-trihydroxy-3-(4-methoxy-phenylcarbamoyloxymethyl)-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy]-tetrahydro-pyran-3-yl ester (91593-32-7)

Guidance literature:

Multi-step reaction with 2 steps

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

With silver trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/jm00171a011

upstream raw materials:

(7S,9S)-7,8,9,10-tetrahydro-6,7,9,11-terahydroxy-9-<<<(4-methoxyphenyl)carbamoyl>oxy>methyl>-5,12-naphthacenedione

1-chloro-2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-L-lyxohexopyranose

4-methoxybenzoyl azide

C₂₇H₂₁BO₈

Downstream raw materials:

(7S,9S)-7-<(3'-amino-2',3',6'-trideoxy-α-L-lyxohexopyranosyl)oxy>-7,8,9,10-tetrahydro-6,9,11-trihydroxy-9-<<<(4-methoxyphenyl)carbamoyl>oxy>methyl>-5,12-naphthacenedione

(4-Methoxy-phenyl)-carbamic acid (2S,4S)-2,5,12-trihydroxy-4-[(2R,4S,5S,6S)-5-hydroxy-6-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-yloxy]-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-ylmethyl ester

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