Methyl 4,6-Di-O-acetyl-2,3-dideoxy-a-D-threo-hex-2-enopyranoside

Base Information

• Chemical Name: Methyl 4,6-Di-O-acetyl-2,3-dideoxy-a-D-threo-hex- 2-enopyranoside
• CAS No.: 6605-29-4
• Molecular Formula: C11H16O6
• Molecular Weight: 244.244
• Mol file: 6605-29-4.mol

Synonyms:Methyl 4,6-Di-O-acetyl-2,3-dideoxy-α-D-threo-hex- 2-enopyranoside

Chemical Property of Methyl 4,6-Di-O-acetyl-2,3-dideoxy-a-D-threo-hex-2-enopyranoside

Chemical Property:

• Melting Point: 59°C
• PSA: 71.06000
• LogP: 0.40870

Purity/Quality:

95% ^*data from raw suppliers

Methyl 4,6-di-O-acetyl-2,3-didehydro-2,3-dideoxy-a-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 4,6-Di-O-acetyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside (cas# 6605-29-4) is a compound useful in organic synthesis.

Technology Process of Methyl 4,6-Di-O-acetyl-2,3-dideoxy-a-D-threo-hex-2-enopyranoside

There total 30 articles about Methyl 4,6-Di-O-acetyl-2,3-dideoxy-a-D-threo-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

3,4,6-tri-O-acetyl-D-glucal

D-glucal triacetate

trimethyl orthoformate

Downstream raw materials:

methyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

methyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

methyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hexopyranoside

(2R,4aR,6S,8aS)-2-phenyl-6-(propa-1,2-dienyloxy)hexahydropyrano[3,2-d][1,3]dioxine