2,5-diazido-1,6-dibenzyl-3,4-O-isopropylidene-1,2,5,6-tetradeoxy-D-iditol

Base Information

• Chemical Name: 2,5-diazido-1,6-dibenzyl-3,4-O-isopropylidene-1,2,5,6-tetradeoxy-D-iditol
• CAS No.: 153192-27-9
• Molecular Formula: C₂₃H₂₈N₆O₂
• Molecular Weight: 420.514

Synonyms:2,5-diazido-1,6-dibenzyl-3,4-O-isopropylidene-1,2,5,6-tetradeoxy-D-iditol

Chemical Property of 2,5-diazido-1,6-dibenzyl-3,4-O-isopropylidene-1,2,5,6-tetradeoxy-D-iditol

Chemical Property:

Purity/Quality:

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Technology Process of 2,5-diazido-1,6-dibenzyl-3,4-O-isopropylidene-1,2,5,6-tetradeoxy-D-iditol

There total 5 articles about 2,5-diazido-1,6-dibenzyl-3,4-O-isopropylidene-1,2,5,6-tetradeoxy-D-iditol 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: 70.0%

1,6-dibenzyl-3,4-O-isopropylidene-1,6-dideoxy-L-mannitol (153192-26-8) → 2,5-diazido-1,6-dibenzyl-3,4-O-isopropylidene-1,2,5,6-tetradeoxy-D-iditol (153192-27-9)

Guidance literature:

With diphenyl-phosphinic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 25 ℃;

DOI:10.1021/jm960728j

Reference yield:

1,2:5,6-dianhydro-3,4-O-isopropylidene-L-mannitol (153059-37-1) → 2,5-diazido-1,6-dibenzyl-3,4-O-isopropylidene-1,2,5,6-tetradeoxy-D-iditol (153192-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CuI / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 30 min

2: 70 percent / PPh₃, DEAD, DPPA / tetrahydrofuran / 25 °C

With copper(l) iodide; diphenyl-phosphinic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1021/jm960728j

Reference yield:

benzylmagnesium chloride (6921-34-2) → 2,5-diazido-1,6-dibenzyl-3,4-O-isopropylidene-1,2,5,6-tetradeoxy-D-iditol (153192-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CuI / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 30 min

2: 70 percent / PPh₃, DEAD, DPPA / tetrahydrofuran / 25 °C

With copper(l) iodide; diphenyl-phosphinic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1021/jm960728j

upstream raw materials:

1,6-dibenzyl-3,4-O-isopropylidene-1,6-dideoxy-L-mannitol

1,2:5,6-dianhydro-3,4-O-isopropylidene-L-mannitol

benzylmagnesium chloride

3,4-O-isopropylidene-L-mannitol

Downstream raw materials:

(R)-1-[(4S,5S)-5-((R)-1-Amino-3-phenyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-propylamine

2,5-diazido-1,6-dibenzyl-1,2,5,6-tetradeoxy-D-iditol

(3R,4S,5S,6R)-4,5-Bis-(2-methoxy-ethoxymethoxy)-1,8-diphenyl-octane-3,6-diamine

(4R,5S,6S,7R)-5,6-Bis-(2-methoxy-ethoxymethoxy)-4,7-diphenethyl-[1,3]diazepan-2-one

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