benzyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enpyranoside

Base Information

• Chemical Name: benzyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enpyranoside
• CAS No.: 81389-84-6
• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.342
• Mol file: 81389-84-6.mol

Synonyms:benzyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enpyranoside

Chemical Property of benzyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enpyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enpyranoside

There total 22 articles about benzyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enpyranoside 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: 98.0%

benzyl alcohol (100-51-6,185532-71-2) + D-glucal triacetate (2873-29-2) → benzyl 4,6-di-O-acetyl-2,3-dideoxy-α/β-D-erythro-hex-2-enopyranoside (69247-18-3,81389-84-6,81389-85-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -20 - 20 ℃; for 1h;

DOI:10.1039/a904991f

Reference yield: 98.0%

benzyl alcohol (100-51-6,185532-71-2) + D-glucal triacetate (2873-29-2) → benzyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enpyranoside (81389-84-6)

Guidance literature:

With zinc trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 20 ℃; for 3h; Temperature; Solvent; stereoselective reaction; Inert atmosphere;

DOI:10.1055/s-0033-1340552

Reference yield: 92.0%

benzyl alcohol (100-51-6,185532-71-2) + triacetyl-D-galactal (4098-06-0) → benzyl 4,6-di-O-acetyl-2,3-didesoxy-α-D-threo-hex-2-enopyranoside (81389-84-6,81389-85-7,69247-18-3)

Guidance literature:

With carbon immobilized iron (III) chloride hexahydrate; In dichloromethane; at 20 ℃; for 0.666667h; stereoselective reaction;

DOI:10.1080/07328303.2014.941995

upstream raw materials:

benzyl alcohol

triacetyl-D-galactal

ethyl 4,6-di-O-acetyl-2,3-dideoxy-1-thio-D-threo-hex-2-enopyranoside

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

Downstream raw materials:

6-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-dihydro-2H-pyran-3-ol

(2S,3S,6S)-6-(tert-butyldimethylsilyloxymethyl)-3-(2,2,2-trichloroacetylamino)-2-(benzyloxy)-2H-3,6-dihydropyran

(2R,3S,6S)-6-(benzyloxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,6-dihydro-2H-pyran-3-ol

benzyl-6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-glycero-hex-2-enopyranosid-4-ulose