3-O-benzyl-1,2-isopropylidene-5,6-di-O-(3-methyl-2-butenyl)-α-D-glucofuranose

Base Information

• Chemical Name: 3-O-benzyl-1,2-isopropylidene-5,6-di-O-(3-methyl-2-butenyl)-α-D-glucofuranose
• CAS No.: 410087-87-5
• Molecular Formula: C₂₆H₃₈O₆
• Molecular Weight: 446.584
• Mol file: 410087-87-5.mol

Synonyms:3-O-benzyl-1,2-isopropylidene-5,6-di-O-(3-methyl-2-butenyl)-α-D-glucofuranose

Chemical Property of 3-O-benzyl-1,2-isopropylidene-5,6-di-O-(3-methyl-2-butenyl)-α-D-glucofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-O-benzyl-1,2-isopropylidene-5,6-di-O-(3-methyl-2-butenyl)-α-D-glucofuranose

There total 1 articles about 3-O-benzyl-1,2-isopropylidene-5,6-di-O-(3-methyl-2-butenyl)-α-D-glucofuranose 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: 93.0%

(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol (22529-61-9) + prenyl bromide (870-63-3) → 3-O-benzyl-1,2-isopropylidene-5,6-di-O-(3-methyl-2-butenyl)-α-D-glucofuranose (410087-87-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;

DOI:10.1016/S0040-4020(02)00539-2

Reference yield: 68.0%

3-O-benzyl-1,2-isopropylidene-5,6-di-O-(3-methyl-2-butenyl)-α-D-glucofuranose (410087-87-5) → (1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol (22529-61-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 4h;

DOI:10.1055/s-2002-20480

Reference yield: 54.0%

3-O-benzyl-1,2-isopropylidene-5,6-di-O-(3-methyl-2-butenyl)-α-D-glucofuranose (410087-87-5) → 3-O-benzyl-1,2-O-isopropylidene-6-O-(3-methyl-2-butenyl)-α-D-glucofuranose

Guidance literature:

With 3 A molecular sieve; iodine; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1016/S0040-4020(02)00539-2

upstream raw materials:

(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

prenyl bromide

Downstream raw materials:

(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol