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

Base Information

Chemical Name:(7S,9S)-7-<(3'-amino-2',3',6'-trideoxy-α-L-lyxohexopyranosyl)oxy>-9-<<<(4-chlorophenyl)carbamoyl>oxy>methyl>-7,8,9,10-tetrahydro-6,9,11-trihydroxy-5,12-naphthacenedione
CAS No.:91684-58-1
Molecular Formula:C₃₂H₃₁ClN₂O₁₀
Molecular Weight:639.059
Hs Code.:

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

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

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

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

: 91577-14-9,91684-88-7
(4-Chloro-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

: 91684-58-1,91684-79-6
(7S,9S)-7-<(3'-amino-2',3',6'-trideoxy-α-L-lyxohexopyranosyl)oxy>-9-<<<(4-chlorophenyl)carbamoyl>oxy>methyl>-7,8,9,10-tetrahydro-6,9,11-trihydroxy-5,12-naphthacenedione

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; 1.) 0 deg C, 45 min, 2.) RT, 30 min;
DOI:10.1021/jm00171a011

Reference yield:

: 104-12-1
p-chlorphenylisocyanate

: 91684-58-1,91684-79-6
(7S,9S)-7-<(3'-amino-2',3',6'-trideoxy-α-L-lyxohexopyranosyl)oxy>-9-<<<(4-chlorophenyl)carbamoyl>oxy>methyl>-7,8,9,10-tetrahydro-6,9,11-trihydroxy-5,12-naphthacenedione

Guidance literature:: Multi-step reaction with 4 steps

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

3: 0.1 M aq. NaOH / CH₂Cl₂; methanol / 1.5 h / 0 °C

4: 0.1 M aq. NaOH / tetrahydrofuran / 1.) 0 deg C, 45 min, 2.) RT, 30 min

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

Reference yield:

: 91593-25-8
(7S,9S)-9-<<<(4-chlorophenyl)carbamoyl>oxy>methyl>-7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-5,12-naphthacenedione

: 91684-58-1,91684-79-6
(7S,9S)-7-<(3'-amino-2',3',6'-trideoxy-α-L-lyxohexopyranosyl)oxy>-9-<<<(4-chlorophenyl)carbamoyl>oxy>methyl>-7,8,9,10-tetrahydro-6,9,11-trihydroxy-5,12-naphthacenedione

Guidance literature:: Multi-step reaction with 3 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

3: 0.1 M aq. NaOH / tetrahydrofuran / 1.) 0 deg C, 45 min, 2.) RT, 30 min

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