methyl 3,4-anhydro-2-deoxy-2-C-methyl-6-O-trityl-α-D-altropyranoside

Base Information

• Chemical Name: methyl 3,4-anhydro-2-deoxy-2-C-methyl-6-O-trityl-α-D-altropyranoside
• CAS No.: 118360-84-2
• Molecular Formula: C₂₇H₂₈O₄
• Molecular Weight: 416.517
• Mol file: 118360-84-2.mol

Synonyms:methyl 3,4-anhydro-2-deoxy-2-C-methyl-6-O-trityl-α-D-altropyranoside

Chemical Property of methyl 3,4-anhydro-2-deoxy-2-C-methyl-6-O-trityl-α-D-altropyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3,4-anhydro-2-deoxy-2-C-methyl-6-O-trityl-α-D-altropyranoside

There total 9 articles about methyl 3,4-anhydro-2-deoxy-2-C-methyl-6-O-trityl-α-D-altropyranoside 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%

methyl 4-chloro-2,4-dideoxy-2-C-methyl-6-O-trityl-α-D-idopyranoside (118360-85-3) → methyl 3,4-anhydro-2-deoxy-2-C-methyl-6-O-trityl-α-D-altropyranoside (118360-84-2)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; for 0.5h; Ambient temperature;

DOI:10.1246/bcsj.61.2525

Reference yield: 89.0%

methyl 4-bromo-2,4-dideoxy-2-C-methyl-6-O-triphenylmethyl-α-D-idopyranoside (118360-81-9) → methyl 3,4-anhydro-2-deoxy-2-C-methyl-6-O-trityl-α-D-altropyranoside (118360-84-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

DOI:10.1246/bcsj.65.2974

Reference yield:

methyl 2,3-anhydro-4-bromo-4-deoxy-6-O-trityl-α-D-gulopyranoside (118360-83-1) → methyl 3,4-anhydro-2-deoxy-2-C-methyl-6-O-trityl-α-D-altropyranoside (118360-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / t-butyl bromide / CH₂Cl₂; diethyl ether / 2 h / Ambient temperature

2: 89 percent / oily NaH / 1,2-dimethoxy-ethane / 0.5 h / Ambient temperature

With t-butyl bromide; sodium hydride; In 1,2-dimethoxyethane; diethyl ether; dichloromethane;

DOI:10.1246/bcsj.61.2525

upstream raw materials:

methyl 4-bromo-2,4-dideoxy-2-C-methyl-6-O-triphenylmethyl-α-D-idopyranoside

methyl 4-chloro-2,4-dideoxy-2-C-methyl-6-O-trityl-α-D-idopyranoside

methyl 2,3-anhydro-4-bromo-4-deoxy-6-O-trityl-α-D-gulopyranoside

trityl chloride

Downstream raw materials:

(2S,3R,4S,6S)-4-benzyloxy-2,6-dimethyl-1,3,7-heptanetriol

(2R,3R,4S,6S)-4-benzyloxy-2,6-dimethyl-1,3,7-heptanetriol

(2S,3R,4S,6S)-1,3-(benzylidendioxy)-4-benzyloxy-7-<4-(methoxybenzyl)oxy>-2,6-dimethylheptane

(2S,4S,5R,6S)-5,7-(benzylideneedioxy)-4-benzyloxy-2,6-dimethyl-1-heptanol