3-(4-methoxybenzyl)-1-[p-methoxybenzyl (11R)-2-azido-2,7-dideoxy-3,4:9,10-di-O-isopropylidene-6-keto-L-ribo-β-D-galacto-undecodialdo-1,5-pyranoside-11,8-furanosyl]uracil

Base Information

Chemical Name:3-(4-methoxybenzyl)-1-[p-methoxybenzyl (11R)-2-azido-2,7-dideoxy-3,4:9,10-di-O-isopropylidene-6-keto-L-ribo-β-D-galacto-undecodialdo-1,5-pyranoside-11,8-furanosyl]uracil
CAS No.:664998-09-8
Molecular Formula:C₃₇H₄₃N₅O₁₂
Molecular Weight:749.775
Hs Code.:

3-(4-methoxybenzyl)-1-[p-methoxybenzyl (11R)-2-azido-2,7-dideoxy-3,4:9,10-di-O-isopropylidene-6-keto-L-ribo-β-D-galacto-undecodialdo-1,5-pyranoside-11,8-furanosyl]uracil

Synonyms:3-(4-methoxybenzyl)-1-[p-methoxybenzyl (11R)-2-azido-2,7-dideoxy-3,4:9,10-di-O-isopropylidene-6-keto-L-ribo-β-D-galacto-undecodialdo-1,5-pyranoside-11,8-furanosyl]uracil

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Chemical Property of 3-(4-methoxybenzyl)-1-[p-methoxybenzyl (11R)-2-azido-2,7-dideoxy-3,4:9,10-di-O-isopropylidene-6-keto-L-ribo-β-D-galacto-undecodialdo-1,5-pyranoside-11,8-furanosyl]uracil

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Technology Process of 3-(4-methoxybenzyl)-1-[p-methoxybenzyl (11R)-2-azido-2,7-dideoxy-3,4:9,10-di-O-isopropylidene-6-keto-L-ribo-β-D-galacto-undecodialdo-1,5-pyranoside-11,8-furanosyl]uracil

There total 7 articles about 3-(4-methoxybenzyl)-1-[p-methoxybenzyl (11R)-2-azido-2,7-dideoxy-3,4:9,10-di-O-isopropylidene-6-keto-L-ribo-β-D-galacto-undecodialdo-1,5-pyranoside-11,8-furanosyl]uracil 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: 60.0%

: 664998-08-7
p-methoxybenzyl 2-azido-2-deoxy-3,4-O-isopropylidene-β-D-galacto-hexonodialdo-1,5-pyranoside

: 664998-07-6
1-(5-(N-nitroso)-acetamido-5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil

: 664998-09-8
3-(4-methoxybenzyl)-1-[p-methoxybenzyl (11R)-2-azido-2,7-dideoxy-3,4:9,10-di-O-isopropylidene-6-keto-L-ribo-β-D-galacto-undecodialdo-1,5-pyranoside-11,8-furanosyl]uracil

Guidance literature:: 1-(5-(N-nitroso)-acetamido-5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil; With potassium hydroxide; In methanol; diethyl ether; at 0 ℃; for 0.0833333h;

p-methoxybenzyl 2-azido-2-deoxy-3,4-O-isopropylidene-β-D-galacto-hexonodialdo-1,5-pyranoside; In diethyl ether; at 0 ℃; for 1h; Further stages.;
DOI:10.1039/b307674a

Reference yield:

: 32464-93-0
1-(2,3-O-Isopropylidene-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil

: 664998-09-8
3-(4-methoxybenzyl)-1-[p-methoxybenzyl (11R)-2-azido-2,7-dideoxy-3,4:9,10-di-O-isopropylidene-6-keto-L-ribo-β-D-galacto-undecodialdo-1,5-pyranoside-11,8-furanosyl]uracil

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / pyridine / 5 h / 0 - 25 °C

2.1: 77 percent / NaN₃ / dimethylformamide / 72 h / 50 °C

3.1: Ph₃P; H₂O / tetrahydrofuran / 6 h / 0 - 25 °C

4.1: 440 mg / pyridine / 1.5 h / 0 - 25 °C

5.1: 76 percent / NaNO₂; Ac₂O; AcOH / 1 h / -10 °C

6.1: aq. KOH / methanol; diethyl ether / 0.08 h / 0 °C

6.2: 60 percent / diethyl ether / 1 h / 0 °C

With pyridine; potassium hydroxide; sodium azide; water; acetic anhydride; acetic acid; triphenylphosphine; sodium nitrite; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/b307674a

Reference yield:

: 664998-12-3
p-methoxybenzyl 2-azido-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranoside

: 664998-09-8
3-(4-methoxybenzyl)-1-[p-methoxybenzyl (11R)-2-azido-2,7-dideoxy-3,4:9,10-di-O-isopropylidene-6-keto-L-ribo-β-D-galacto-undecodialdo-1,5-pyranoside-11,8-furanosyl]uracil

Guidance literature:: Multi-step reaction with 2 steps

1.1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

2.1: aq. KOH / methanol; diethyl ether / 0.08 h / 0 °C

2.2: 60 percent / diethyl ether / 1 h / 0 °C

With potassium hydroxide; Dess-Martin periodane; In methanol; diethyl ether; dichloromethane;
DOI:10.1039/b307674a