4-O-(3-azido-2,3-dideoxy-α-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

Base Information

Chemical Name:4-O-(3-azido-2,3-dideoxy-α-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin
CAS No.:215935-15-2
Molecular Formula:C₃₅H₃₅N₃O₁₃
Molecular Weight:705.675
Hs Code.:

Synonyms:4-O-(3-azido-2,3-dideoxy-α-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

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Chemical Property of 4-O-(3-azido-2,3-dideoxy-α-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

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Technology Process of 4-O-(3-azido-2,3-dideoxy-α-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

There total 7 articles about 4-O-(3-azido-2,3-dideoxy-α-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin 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: 98.0%

: 215935-14-1
4-O-(3-azido-2,3-dideoxy-4,6-di-O-chloroacetyl-α-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

: 215935-15-2
4-O-(3-azido-2,3-dideoxy-α-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

Guidance literature:: With Amberlite IRA 410 ion-exchange (OH^-) resin; In methanol; dichloromethane; for 1.5h; Ambient temperature;
DOI:10.1021/jm9800752

Reference yield:

: 6559-91-7
4'-demethylepipodophyllotoxin

: 215935-15-2
4-O-(3-azido-2,3-dideoxy-α-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 65 percent / TMSOTf, 4 Angstroem powdered molecular sieves / CH₂Cl₂ / 48 h / -35 °C

3: 98 percent / Amberlite IRA 410 ion-exchange (OH^-) resin / CH₂Cl₂; methanol / 1.5 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; Amberlite IRA 410 ion-exchange (OH^-) resin; triethylamine; In methanol; dichloromethane;
DOI:10.1021/jm9800752

Reference yield:

: 23363-33-9
4'-demethyl-4'-O-(benzoyloxycarbonyl)epipodophyllotoxin

: 215935-15-2
4-O-(3-azido-2,3-dideoxy-α-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / TMSOTf, 4 Angstroem powdered molecular sieves / CH₂Cl₂ / 48 h / -35 °C

2: 98 percent / Amberlite IRA 410 ion-exchange (OH^-) resin / CH₂Cl₂; methanol / 1.5 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; Amberlite IRA 410 ion-exchange (OH^-) resin; In methanol; dichloromethane;
DOI:10.1021/jm9800752