3-C-allyl-3-O-benzyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Base Information

• Chemical Name: 3-C-allyl-3-O-benzyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose
• CAS No.: 197702-06-0
• Molecular Formula: C₂₂H₃₀O₆
• Molecular Weight: 390.477
• Mol file: 197702-06-0.mol

Synonyms:3-C-allyl-3-O-benzyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Chemical Property of 3-C-allyl-3-O-benzyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 3-C-allyl-3-O-benzyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

There total 1 articles about 3-C-allyl-3-O-benzyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 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: 95.0%

benzyl bromide (100-39-0) + 3-C-allyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose (175877-45-9) → 3-C-allyl-3-O-benzyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose (197702-06-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1021/jo049159a

Reference yield: 82.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-C-allyl-3-O-benzyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose (197702-06-0) → 3-C-allyl-3-O-benzyl-4-C-hydroxymethyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose (457067-99-1)

Guidance literature:

3-C-allyl-3-O-benzyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose; With periodic acid; In ethyl acetate;

formaldehyd; With sodium hydroxide; In tetrahydrofuran;

With sodium tetrahydroborate; Further stages.;

DOI:10.1039/b205031e

Reference yield: 68.0%

3-C-allyl-3-O-benzyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose (197702-06-0) → (R)-1-((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethane-1,2-diol (583843-85-0)

Guidance literature:

With water; acetic acid; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jo802077t

upstream raw materials:

benzyl bromide

3-C-allyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Downstream raw materials:

(R)-1-((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethane-1,2-diol

3-C-allyl-3-O-benzyl-4-C-hydroxymethyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose

(3aR,5S,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde

3-O-benzyl-1,2:5,6-di-O-isopropylidene-3-C-(3-hydroxy)propyl-α-D-allofuranose