2'-azidoethyl 2,3-di-O-benzyl-6-O-p-methoxybenzyl-β-D-glucopyranoside

Base Information

• Chemical Name: 2'-azidoethyl 2,3-di-O-benzyl-6-O-p-methoxybenzyl-β-D-glucopyranoside
• CAS No.: 1383446-35-2
• Molecular Formula: C₃₀H₃₅N₃O₇
• Molecular Weight: 549.624
• Mol file: 1383446-35-2.mol

Synonyms:2'-azidoethyl 2,3-di-O-benzyl-6-O-p-methoxybenzyl-β-D-glucopyranoside

Chemical Property of 2'-azidoethyl 2,3-di-O-benzyl-6-O-p-methoxybenzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-azidoethyl 2,3-di-O-benzyl-6-O-p-methoxybenzyl-β-D-glucopyranoside

There total 4 articles about 2'-azidoethyl 2,3-di-O-benzyl-6-O-p-methoxybenzyl-β-D-glucopyranoside 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: 99.0%

C30H33N3O7 (1383446-34-1) → 2'-azidoethyl 2,3-di-O-benzyl-6-O-p-methoxybenzyl-β-D-glucopyranoside (1383446-35-2)

Guidance literature:

With di-n-butylboryl trifluoromethanesulfonate; borane; In tetrahydrofuran; at -78 ℃; for 10h;

DOI:10.1016/j.carres.2012.04.010

Reference yield:

(2R,3R,4S,5S,6R)-2-(2-Azido-ethoxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (165331-08-8) → 2'-azidoethyl 2,3-di-O-benzyl-6-O-p-methoxybenzyl-β-D-glucopyranoside (1383446-35-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 10-camphorsufonic acid / tetrahydrofuran / 10 h / Reflux

2: sodium hydride / N,N-dimethyl-formamide / 12 h / 0 - 20 °C

3: di-n-butylboryl trifluoromethanesulfonate; borane / tetrahydrofuran / 10 h / -78 °C

With di-n-butylboryl trifluoromethanesulfonate; 10-camphorsufonic acid; borane; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2012.04.010

Reference yield:

(2-azidoethyl)-4,6-O-p-methoxybenzylidene-β-D-glucopyranoside → 2'-azidoethyl 2,3-di-O-benzyl-6-O-p-methoxybenzyl-β-D-glucopyranoside (1383446-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide / 12 h / 0 - 20 °C

2: di-n-butylboryl trifluoromethanesulfonate; borane / tetrahydrofuran / 10 h / -78 °C

With di-n-butylboryl trifluoromethanesulfonate; borane; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2012.04.010

upstream raw materials:

C₃₀H₃₃N₃O₇

2-azidoethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

(2R,3R,4S,5S,6R)-2-(2-Azido-ethoxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Downstream raw materials:

C₃₈H₄₃NO₉