(3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Base Information

• Chemical Name: (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol
• CAS No.: 18403-22-0
• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.321
• Mol file: 18403-22-0.mol

Synonyms:(3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Chemical Property of (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

There total 17 articles about (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 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: 99.8%

2,2-dimethoxy-propane (77-76-9) + benzyl β-L-arabinopyranoside (7473-38-3) → (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (18403-22-0)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; for 36h; Ambient temperature;

DOI:10.1021/jo00174a008

Reference yield: 95.0%

acetone (67-64-1) + benzyl β-L-arabinopyranoside (7473-38-3) → (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (18403-22-0)

Guidance literature:

With sulfuric acid; copper(II) sulfate; for 18h;

DOI:10.1055/s-2005-861833

Reference yield: 92.0%

C21H34O5Si → (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (18403-22-0)

Guidance literature:

With hafnium tetrakis(trifluoromethanesulfonate); In methanol; at 20 ℃; for 10h; chemoselective reaction;

DOI:10.1055/s-0037-1610307

upstream raw materials:

acetone

benzyl β-L-arabinopyranoside

2-Methoxypropene

2,2-dimethoxy-propane

Downstream raw materials:

benzyl-[O³,O⁴-isopropylidene-O²-(tri-O-acetyl-β-D-xylopyranosyl)-β-L-arabinopyranoside]

benzyl 2-O-benzyl-3,4-O-isopropylidene-β-L-arabinopyranoside

(Benzyl-3,4-O-isopropyliden-β-L-arabinopyranosid-2-O-yl)-phenylglyoxylat

(+)-benzyl-3,4-O-isopropyliden-2-O-(p-toluolsulfonyl)-β-L-arabinopyranoside