methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside

Base Information

• Chemical Name: methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside
• CAS No.: 3427-20-1
• Molecular Formula: C₁₁H₁₆O₆
• Molecular Weight: 244.244

Synonyms:methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside

Chemical Property of methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside

Chemical Property:

• Boiling Point: 319.7±42.0 °C(Predicted)
• Density: 1.18±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

((2R,3S)-3-Acetoxy-6-methoxy-3,6-dihydro-2H-pyran-2-yl)methylacetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside

There total 31 articles about methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside 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: 100.0%

methanol (67-56-1) + D-glucal triacetate (2873-29-2) → methyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythrohex-2-enopyranoside (3427-20-1,6605-29-4,20701-48-8,62279-49-6,62279-50-9,62279-51-0,87335-80-6,20701-51-3)

Guidance literature:

With iodine; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1039/d0cc02175j

Reference yield: 92.0%

methanol (67-56-1) + D-glucal triacetate (2873-29-2) → methyl 4,6-di-O-acetyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranoside (3427-20-1,6605-29-4,20701-48-8,20701-51-3,62279-49-6,62279-50-9,62279-51-0,87335-80-6) + methyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythrohex-2-enopyranoside (3427-20-1,6605-29-4,20701-48-8,62279-49-6,62279-50-9,62279-51-0,87335-80-6,20701-51-3)

Guidance literature:

With aluminum oxide; zinc(II) chloride; for 0.166667h; optical yield given as %de; stereoselective reaction;

DOI:10.1016/j.tet.2009.04.099

Reference yield: 92.0%

methanol (67-56-1) + D-glucal triacetate (2873-29-2) → methyl 4,6-di-O-acetyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranoside (3427-20-1,6605-29-4,20701-48-8,20701-51-3,62279-49-6,62279-50-9,62279-51-0,87335-80-6) + methyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythrohex-2-enopyranoside (3427-20-1,6605-29-4,20701-48-8,62279-49-6,62279-50-9,62279-51-0,87335-80-6,20701-51-3)

Guidance literature:

With aluminum oxide; zinc(II) chloride; for 0.166667h; optical yield given as %de; stereoselective reaction;

DOI:10.1016/j.tet.2009.04.099

upstream raw materials:

methanol

4,6-Di-O-acetyl-2,3-didehydro-2,3-dideoxy-D-erythrohexosyl-fluorid

D-glucal triacetate

trimethyl orthoformate

Downstream raw materials:

1''(R),5'(R)-1-[5-(1,2-dihydroxyethyl)-cyclopent-1-enyl]-ethanone

methyl pillaroside

Benzoic acid 2-((2R,3S,6S)-3-hydroxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl)-2-oxo-ethyl ester

Toluene-4-sulfonic acid (2R,6S)-6-methoxy-3-oxo-tetrahydro-pyran-2-ylmethyl ester

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