6-O-(4-O,6-O-Diacetyl-2,3-dideoxy-α-D-erythro-hexa-2-enopyranosyl)-1-O,2-O:3-O,4-O-diisopropylidene-α-D-galactopyranose

Base Information

• Chemical Name: 6-O-(4-O,6-O-Diacetyl-2,3-dideoxy-α-D-erythro-hexa-2-enopyranosyl)-1-O,2-O:3-O,4-O-diisopropylidene-α-D-galactopyranose
• CAS No.: 19940-05-7
• Molecular Formula: C22H32O11
• Molecular Weight: 472.48
• Mol file: 19940-05-7.mol

Synonyms:6-O-(4-O,6-O-Diacetyl-2,3-dideoxy-α-D-erythro-hexa-2-enopyranosyl)-1-O,2-O:3-O,4-O-diisopropylidene-α-D-galactopyranose

Chemical Property of 6-O-(4-O,6-O-Diacetyl-2,3-dideoxy-α-D-erythro-hexa-2-enopyranosyl)-1-O,2-O:3-O,4-O-diisopropylidene-α-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-O-(4-O,6-O-Diacetyl-2,3-dideoxy-α-D-erythro-hexa-2-enopyranosyl)-1-O,2-O:3-O,4-O-diisopropylidene-α-D-galactopyranose

There total 10 articles about 6-O-(4-O,6-O-Diacetyl-2,3-dideoxy-α-D-erythro-hexa-2-enopyranosyl)-1-O,2-O:3-O,4-O-diisopropylidene-α-D-galactopyranose 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: 75.0%

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) + triacetyl-D-galactal (4098-06-0) → 6-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-threo-hex-2-enopyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (19940-05-7,69247-23-0)

Guidance literature:

With tris(pentafluorophenyl)borate; In toluene; at 75 ℃; for 2h; stereoselective reaction; Sealed tube;

DOI:10.1021/acs.joc.8b02613

Reference yield: 65.0%

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) + triacetyl-D-galactal (4098-06-0) → 6-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-threo-hex-2-enopyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (19940-05-7,69247-23-0) + 6-O-(6’-O-acetyl-3’,4’-di-O-benzyl-2’-deoxy-α-D-galactopyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); In dichloromethane; at 20 ℃; for 15h; diastereoselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01092

Reference yield: 56.0%

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) + D-glucal triacetate (2873-29-2) → 6-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (69247-23-0,19940-05-7)

Guidance literature:

With pentafluorophenylboronic acid; In nitromethane; at 40 ℃; for 6h; stereoselective reaction;

DOI:10.3762/bjoc.15.125

upstream raw materials:

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

triacetyl-D-galactal

4,6-di-O-acetyl-1,5-anhydro-2-deoxy-3-S-phenyl-3-thio-D-ribo-hex-1-enitol

phenyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-1-thio-hex-2-enopyranoside