cyclohexyl3,4,6-tri-O-allyl-2-O-(methylsulfonyl)-β-D-mannopyranoside

Base Information

• Chemical Name: cyclohexyl3,4,6-tri-O-allyl-2-O-(methylsulfonyl)-β-D-mannopyranoside
• CAS No.: 82740-14-5
• Molecular Formula: C₂₂H₃₆O₈S
• Molecular Weight: 460.589
• Mol file: 82740-14-5.mol

Synonyms:

Chemical Property of cyclohexyl3,4,6-tri-O-allyl-2-O-(methylsulfonyl)-β-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cyclohexyl3,4,6-tri-O-allyl-2-O-(methylsulfonyl)-β-D-mannopyranoside

There total 5 articles about cyclohexyl3,4,6-tri-O-allyl-2-O-(methylsulfonyl)-β-D-mannopyranoside 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:

3,4,6-tri-O-acetyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose (3254-16-8,4435-05-6,19189-54-9,29748-21-8,50801-29-1,64727-26-0,64727-27-1,65338-02-5,67672-68-8,78418-55-0,80877-03-8,103002-27-3,103002-29-5,132562-62-0) → cyclohexyl3,4,6-tri-O-allyl-2-O-(methylsulfonyl)-β-D-mannopyranoside (82740-14-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 81 percent / potassium hydroxide / benzene / 5 h / Heating

2: 1.) acetic acid; 2.) sodium methoxide / 1.) water, reflux 3h; 2.) methanol

3: 1.) HCl(gas) / 1.) ether, r.t., 5h; 2.) 2,6-lutidine, 0 deg C-r.t., 1.5h

4: acetonitrile

5: 1,2-dimethoxy-ethane

With hydrogenchloride; potassium hydroxide; sodium methylate; acetic acid; In 1,2-dimethoxyethane; acetonitrile; benzene;

DOI:10.1016/S0008-6215(00)81852-2

Reference yield:

3,4,6-tri-O-allyl-D-mannopyranose (82740-07-6,82743-68-8) → cyclohexyl3,4,6-tri-O-allyl-2-O-(methylsulfonyl)-β-D-mannopyranoside (82740-14-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) HCl(gas) / 1.) ether, r.t., 5h; 2.) 2,6-lutidine, 0 deg C-r.t., 1.5h

2: acetonitrile

3: 1,2-dimethoxy-ethane

With hydrogenchloride; In 1,2-dimethoxyethane; acetonitrile;

DOI:10.1016/S0008-6215(00)81852-2

Reference yield:

3,4,6-tri-O-allyl-β-D-mannopyranose 1,2-(methyl orthoacetate) (82740-16-7,82743-66-6) → cyclohexyl3,4,6-tri-O-allyl-2-O-(methylsulfonyl)-β-D-mannopyranoside (82740-14-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) acetic acid; 2.) sodium methoxide / 1.) water, reflux 3h; 2.) methanol

2: 1.) HCl(gas) / 1.) ether, r.t., 5h; 2.) 2,6-lutidine, 0 deg C-r.t., 1.5h

3: acetonitrile

4: 1,2-dimethoxy-ethane

With hydrogenchloride; sodium methylate; acetic acid; In 1,2-dimethoxyethane; acetonitrile;

DOI:10.1016/S0008-6215(00)81852-2

upstream raw materials:

2,2,2-Trifluoro-ethanesulfonic acid (2R,3S,4S,5R,6R)-4,5-bis-allyloxy-6-allyloxymethyl-3-methanesulfonyloxy-tetrahydro-pyran-2-yl ester

cyclohexanol

3,4,6-tri-O-acetyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose

3,4,6-tri-O-allyl-D-mannopyranose