β-D-Glucopyranose, 1,6-anhydro-2-azido-2-deoxy-4-O-[(4-Methoxyphenyl)Methyl]-3-O-(phenylMethyl)-

Base Information

• Chemical Name: β-D-Glucopyranose, 1,6-anhydro-2-azido-2-deoxy-4-O-[(4-Methoxyphenyl)Methyl]-3-O-(phenylMethyl)-
• CAS No.: 134221-42-4
• Molecular Formula: C21H23N3O5
• Molecular Weight: 397.431
• Mol file: 134221-42-4.mol

Synonyms:β-D-Glucopyranose, 1,6-anhydro-2-azido-2-deoxy-4-O-[(4-Methoxyphenyl)Methyl]-3-O-(phenylMethyl)-;1,6-Anhydro-2-azido-2-deoxy-4-O-[(4-methoxyphenyl)methyl]-3-O-(phenylmethyl)-beta-D-glucopyranose

Chemical Property of β-D-Glucopyranose, 1,6-anhydro-2-azido-2-deoxy-4-O-[(4-Methoxyphenyl)Methyl]-3-O-(phenylMethyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of β-D-Glucopyranose, 1,6-anhydro-2-azido-2-deoxy-4-O-[(4-Methoxyphenyl)Methyl]-3-O-(phenylMethyl)-

There total 10 articles about β-D-Glucopyranose, 1,6-anhydro-2-azido-2-deoxy-4-O-[(4-Methoxyphenyl)Methyl]-3-O-(phenylMethyl)- 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: 90.0%

benzyl bromide (100-39-0) + 1,6-anhydro-2-azido-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranose (635683-65-7) → 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(p-methoxybenzyl)-β-D-glucopyranose (134221-42-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;

Reference yield:

1,6-anhydro-2-deoxy-2-iodo-β-D-glucopyranose (139437-39-1) → 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(p-methoxybenzyl)-β-D-glucopyranose (134221-42-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / NaH / dimethylformamide / 2 h / -20 - 20 °C

2: 76 percent / NaN₃ / H₂O; dimethylformamide / 12 h / 120 °C

3: 81 percent / NaH / dimethylformamide / 1.5 h

With sodium azide; sodium hydride; In water; N,N-dimethyl-formamide;

DOI:10.1021/ol035606h

Reference yield:

1,6:2,3-bisanhydro-4-O-p-methoxybenzyl-β-D-glucopyranose (635683-64-6) → 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(p-methoxybenzyl)-β-D-glucopyranose (134221-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / NaN₃ / H₂O; dimethylformamide / 12 h / 120 °C

2: 81 percent / NaH / dimethylformamide / 1.5 h

With sodium azide; sodium hydride; In water; N,N-dimethyl-formamide;

DOI:10.1021/ol035606h

upstream raw materials:

benzyl bromide

1,6-anhydro-2-azido-2-deoxy-4-O-p-methoxybenzyl-β-D-glucopyranose

1,6-anhydro-2-deoxy-2-iodo-β-D-glucopyranose

p-methoxybenzyl chloride

Downstream raw materials:

methyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-glucopyranoside

methyl 2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

C₁₈H₂₃N₃O₇

1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose