4-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoylamino)-N-(2-deoxy-2-fluoro-β-D-glucopyranosyl)benzamide

Base Information

Chemical Name:4-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoylamino)-N-(2-deoxy-2-fluoro-β-D-glucopyranosyl)benzamide
CAS No.:1001406-68-3
Molecular Formula:C₂₇H₃₄Cl₂FN₃O₆
Molecular Weight:586.488
Hs Code.:

Synonyms:4-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoylamino)-N-(2-deoxy-2-fluoro-β-D-glucopyranosyl)benzamide

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Chemical Property of 4-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoylamino)-N-(2-deoxy-2-fluoro-β-D-glucopyranosyl)benzamide

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Technology Process of 4-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoylamino)-N-(2-deoxy-2-fluoro-β-D-glucopyranosyl)benzamide

There total 7 articles about 4-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoylamino)-N-(2-deoxy-2-fluoro-β-D-glucopyranosyl)benzamide 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: 74.0%

: N-(3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl)-4-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoylamino)benzamide

: 1001406-68-3
4-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoylamino)-N-(2-deoxy-2-fluoro-β-D-glucopyranosyl)benzamide

Guidance literature:: With methanol; sodium methylate; at 20 ℃;
DOI:10.1016/j.bmc.2008.03.038

Reference yield:

: 186419-71-6
3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-α-D-glucopyranosyl bromide

: 1001406-68-3
4-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoylamino)-N-(2-deoxy-2-fluoro-β-D-glucopyranosyl)benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium azide / water; acetone / 1.33 h / 0 - 20 °C

2.1: hydrogen / 10% Pt/activated carbon / tetrahydrofuran; methanol / 1 h / 20 °C / 760.05 Torr

3.1: triethylamine / tetrahydrofuran / 4.5 h / 0 - 20 °C / Molecular sieve

4.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 3 h / 760.05 Torr

5.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.5 h / 0 - 20 °C

5.2: 24 h / 20 °C

6.1: methanol; sodium methylate / 4 h / 20 °C

6.2: IRC 50 Amberlite ion-exchange resin (H+)

With methanol; sodium azide; hydrogen; sodium methylate; chloroformic acid ethyl ester; triethylamine; 10% Pt/activated carbon; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; water; acetone;

Reference yield:

: 1001407-10-8
ethyl 3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-β-D-thioglucopyranoside

: 1001406-68-3
4-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoylamino)-N-(2-deoxy-2-fluoro-β-D-glucopyranosyl)benzamide

Guidance literature:: Multi-step reaction with 7 steps

2.1: sodium azide / water; acetone / 1.33 h / 0 - 20 °C

3.1: hydrogen / 10% Pt/activated carbon / tetrahydrofuran; methanol / 1 h / 20 °C / 760.05 Torr

4.1: triethylamine / tetrahydrofuran / 4.5 h / 0 - 20 °C / Molecular sieve

5.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 3 h / 760.05 Torr

6.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.5 h / 0 - 20 °C

6.2: 24 h / 20 °C

7.1: methanol; sodium methylate / 4 h / 20 °C

7.2: IRC 50 Amberlite ion-exchange resin (H+)

With methanol; sodium azide; hydrogen; sodium methylate; chloroformic acid ethyl ester; triethylamine; 10% Pt/activated carbon; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; water; acetone;