3-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-1-propene

Base Information

• Chemical Name: 3-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-1-propene
• CAS No.: 201232-82-8
• Molecular Formula: C₂₃H₂₆O₃
• Molecular Weight: 350.458
• Mol file: 201232-82-8.mol

Synonyms:3-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-1-propene

Chemical Property of 3-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-1-propene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-1-propene

There total 12 articles about 3-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-1-propene 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: 96.0%

3,4,6-tri-O-benzyl-D-glucal (55628-54-1) + allyl-trimethyl-silane (762-72-1) → 3-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-1-propene (201232-82-8)

Guidance literature:

With zirconium(IV) chloride; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1081/CAR-200040119

Reference yield: 92.0%

(2E)-4,6-di-O-benzyl-2,3-dideoxy-aldehydo-D-erythro-hex-2-enose (97204-76-7) + allyl-trimethyl-silane (762-72-1) → 3-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-1-propene (201232-82-8)

Guidance literature:

With iodine; In tetrahydrofuran; at 0 - 20 ℃; for 0.75h;

DOI:10.1016/j.tetlet.2015.05.051

Reference yield: 90.0%

(2R,3S,6R)-2-acetoxymethyl-6-allyl-3,6-dihydro-2H-pyran-3-yl acetate (82740-87-2) + benzyl bromide (100-39-0) → 3-(4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-1-propene (201232-82-8)

Guidance literature:

With sodium hydroxide; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.carres.2005.03.007

upstream raw materials:

p-tert-butylphenyl 4,6-di-O-benzyl-2,3-dideoxy-α,β-D-erythro-hex-2-enopyranoside

allylmagnesium bromide

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

allyl-trimethyl-silane