ethyl-2-O-benzyl-6-O-isobutyl-3,4-di-O-methyl-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: ethyl-2-O-benzyl-6-O-isobutyl-3,4-di-O-methyl-1-thio-α-D-mannopyranoside
• CAS No.: 400835-49-6
• Molecular Formula: C₂₁H₃₄O₅S
• Molecular Weight: 398.564
• Mol file: 400835-49-6.mol

Synonyms:ethyl-2-O-benzyl-6-O-isobutyl-3,4-di-O-methyl-1-thio-α-D-mannopyranoside

Chemical Property of ethyl-2-O-benzyl-6-O-isobutyl-3,4-di-O-methyl-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl-2-O-benzyl-6-O-isobutyl-3,4-di-O-methyl-1-thio-α-D-mannopyranoside

There total 1 articles about ethyl-2-O-benzyl-6-O-isobutyl-3,4-di-O-methyl-1-thio-α-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: 87.0%

(2R,3S,4S,5S,6R)-5-Benzyloxy-6-ethylsulfanyl-2-isobutoxymethyl-tetrahydro-pyran-3,4-diol (400835-48-5) + methyl iodide (74-88-4) → ethyl-2-O-benzyl-6-O-isobutyl-3,4-di-O-methyl-1-thio-α-D-mannopyranoside (400835-49-6)

Guidance literature:

With potassium hexamethylsilazane;

DOI:10.1002/1521-3773(20011015)40:20<3870::AID-ANIE3870>3.0.CO;2-X

Reference yield: 91.0%

ethyl-2-O-benzyl-6-O-isobutyl-3,4-di-O-methyl-1-thio-α-D-mannopyranoside (400835-49-6) → (3S,4S,5R,6R)-3-Benzyloxy-6-isobutoxymethyl-4,5-dimethoxy-tetrahydro-pyran-2-ol

Guidance literature:

With hydrogenchloride; N-Bromosuccinimide; In water; acetonitrile;

DOI:10.1002/1521-3773(20011015)40:20<3870::AID-ANIE3870>3.0.CO;2-X

Reference yield: 80.0%

glycolic acid methyl ester (96-35-5) + ethyl-2-O-benzyl-6-O-isobutyl-3,4-di-O-methyl-1-thio-α-D-mannopyranoside (400835-49-6) → ((3S,4S,5R,6R)-3-Benzyloxy-6-isobutoxymethyl-4,5-dimethoxy-tetrahydro-pyran-2-yloxy)-acetic acid methyl ester

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; toluene; at 0 ℃;

DOI:10.1021/jm020487h

upstream raw materials:

(2R,3S,4S,5S,6R)-5-Benzyloxy-6-ethylsulfanyl-2-isobutoxymethyl-tetrahydro-pyran-3,4-diol

methyl iodide

Downstream raw materials:

[2',2'-dimethoxyethyl]-2-O-[2'-benzyloxyethyl]-6-O-isobutyl-3,4-di-O-methyl-β-D-mannopyranoside

[2',2'-dimethoxyethyl]-2-O-[2'-benzyloxyethyl]-6-O-isobutyl-3,4-di-O-methyl-α-D-mannopyranoside

(2R,3S,4S,5R,6R)-3-Benzyloxy-2-(2,2-dimethoxy-ethoxy)-6-isobutoxymethyl-4,5-dimethoxy-tetrahydro-pyran