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

Base Information

Chemical Name:N-{2-[(3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl)amino]-2-oxoethyl}-4-{4-[bis(2-chloroethyl)amino]phenyl}butanamide
CAS No.:1001406-71-8
Molecular Formula:C₂₈H₃₈Cl₂FN₃O₉
Molecular Weight:650.529
Hs Code.:

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

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Chemical Property of N-{2-[(3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl)amino]-2-oxoethyl}-4-{4-[bis(2-chloroethyl)amino]phenyl}butanamide

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Technology Process of N-{2-[(3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl)amino]-2-oxoethyl}-4-{4-[bis(2-chloroethyl)amino]phenyl}butanamide

There total 6 articles about N-{2-[(3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl)amino]-2-oxoethyl}-4-{4-[bis(2-chloroethyl)amino]phenyl}butanamide 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: 64.0%

: 1001406-62-7
N-(3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl)-2-aminoacetamide

: 305-03-3
chlorambucil

: 1001406-71-8
N-{2-[(3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl)amino]-2-oxoethyl}-4-{4-[bis(2-chloroethyl)amino]phenyl}butanamide

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; 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

: 1001406-71-8
N-{2-[(3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl)amino]-2-oxoethyl}-4-{4-[bis(2-chloroethyl)amino]phenyl}butanamide

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 20 °C

4: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 20 h / 20 °C

5: benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 19 h / 20 °C

With sodium azide; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; 10% Pt/activated carbon; palladium 10% on activated carbon; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone;

Reference yield:

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

: 1001406-71-8
N-{2-[(3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl)amino]-2-oxoethyl}-4-{4-[bis(2-chloroethyl)amino]phenyl}butanamide

Guidance literature:: Multi-step reaction with 6 steps

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

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

4: benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 20 °C

5: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 20 h / 20 °C

6: benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 19 h / 20 °C

With sodium azide; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; 10% Pt/activated carbon; palladium 10% on activated carbon; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone;