methyl 4,6-O-benzilydene-2,3-dideoxy-α-D-altropyranosido-[2,3-l]-1,4,7,10-tetraoxa-13-azacyclopentadecane

Base Information

• Chemical Name: methyl 4,6-O-benzilydene-2,3-dideoxy-α-D-altropyranosido-[2,3-l]-1,4,7,10-tetraoxa-13-azacyclopentadecane
• CAS No.: 1417817-58-3
• Molecular Formula: C₂₂H₃₃NO₈
• Molecular Weight: 439.506
• Mol file: 1417817-58-3.mol

Synonyms:methyl 4,6-O-benzilydene-2,3-dideoxy-α-D-altropyranosido-[2,3-l]-1,4,7,10-tetraoxa-13-azacyclopentadecane

Chemical Property of methyl 4,6-O-benzilydene-2,3-dideoxy-α-D-altropyranosido-[2,3-l]-1,4,7,10-tetraoxa-13-azacyclopentadecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4,6-O-benzilydene-2,3-dideoxy-α-D-altropyranosido-[2,3-l]-1,4,7,10-tetraoxa-13-azacyclopentadecane

There total 3 articles about methyl 4,6-O-benzilydene-2,3-dideoxy-α-D-altropyranosido-[2,3-l]-1,4,7,10-tetraoxa-13-azacyclopentadecane 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: 21.0%

methyl 4,6-O-benzilidene-3-deoxy-3-(2-hydroxyethyl)amino-α-D-altropyranoside (1417817-56-1) + triethylene glycol di-(p-toluenesulfonate) (19249-03-7) → methyl 4,6-O-benzilydene-2,3-dideoxy-α-D-altropyranosido-[2,3-l]-1,4,7,10-tetraoxa-13-azacyclopentadecane (1417817-58-3)

Guidance literature:

methyl 4,6-O-benzilidene-3-deoxy-3-(2-hydroxyethyl)amino-α-D-altropyranoside; With sodium hydride; In N,N-dimethyl-formamide; at 80 ℃; for 4h; Inert atmosphere;

triethylene glycol di-(p-toluenesulfonate); In N,N-dimethyl-formamide; at 80 ℃; for 50h; Inert atmosphere;

DOI:10.1016/j.carres.2012.10.020

Reference yield:

methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside (3150-15-0,3150-16-1,3257-59-8,14187-71-4,15384-57-3,19465-13-5,32976-15-1,52885-37-7,53270-02-3,53270-03-4,65391-11-9,65391-12-0,66537-92-6,67226-04-4,71184-14-0,86420-78-2,86420-79-3,91177-51-4,91177-52-5,117708-93-7,120408-72-2,2880-96-8) → methyl 4,6-O-benzilydene-2,3-dideoxy-α-D-altropyranosido-[2,3-l]-1,4,7,10-tetraoxa-13-azacyclopentadecane (1417817-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 5 h / 140 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 4 h / 80 °C / Inert atmosphere

2.2: 50 h / 80 °C / Inert atmosphere

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

DOI:10.1016/j.carres.2012.10.020

Reference yield:

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → methyl 4,6-O-benzilydene-2,3-dideoxy-α-D-altropyranosido-[2,3-l]-1,4,7,10-tetraoxa-13-azacyclopentadecane (1417817-58-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1 h

1.2: 2 h / 20 °C

2.1: 5 h / 140 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 4 h / 80 °C / Inert atmosphere

3.2: 50 h / 80 °C / Inert atmosphere

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

DOI:10.1016/j.carres.2012.10.020

upstream raw materials:

methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside

methyl 4,6-O-benzilidene-3-deoxy-3-(2-hydroxyethyl)amino-α-D-altropyranoside

triethylene glycol di-(p-toluenesulfonate)

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside