methyl 2-O-allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside

Base Information

• Chemical Name: methyl 2-O-allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside
• CAS No.: 863554-40-9
• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.439
• Mol file: 863554-40-9.mol

Synonyms:methyl 2-O-allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside

Chemical Property of methyl 2-O-allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-O-allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside

There total 2 articles about methyl 2-O-allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside 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:

methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside (3150-15-0) → methyl 2-O-allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside (863554-40-9)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH / 48 h / Heating

2: 7.95 g / Et₃SiH; CF₃COOH / CH₂Cl₂ / 3 h / 0 - 20 °C

3: 81 percent / TsOH / acetone / 1 h

With triethylsilane; sodium hydride; toluene-4-sulfonic acid; trifluoroacetic acid; In dichloromethane; acetone;

DOI:10.1002/hlca.200590099

Reference yield:

methyl 2-O-allyl-4,6-O-benzylidene-α-D-altropyranoside (95188-91-3) → methyl 2-O-allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside (863554-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 7.95 g / Et₃SiH; CF₃COOH / CH₂Cl₂ / 3 h / 0 - 20 °C

2: 81 percent / TsOH / acetone / 1 h

With triethylsilane; toluene-4-sulfonic acid; trifluoroacetic acid; In dichloromethane; acetone;

DOI:10.1002/hlca.200590099

Reference yield: 85.0%

methyl 2-O-allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside (863554-40-9) → methyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside (863554-22-7)

Guidance literature:

methyl 2-O-allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside; With 1,4-diaza-bicyclo[2.2.2]octane; tris(triphenylphosphine)rhodium(I) chloride; In ethanol; water; benzene; for 18h; Heating;

With mercury dichloride; mercury(II) oxide; In water; acetone; for 0.5h;

DOI:10.1002/hlca.200590099

upstream raw materials:

methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside

methyl 2-O-allyl-4,6-O-benzylidene-α-D-altropyranoside

Downstream raw materials:

methyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside

(3aR,4R,6S,7aR)-4-Benzyloxymethyl-6-methoxy-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one

(3aS,4S,6S,7S,7aR)-tetrahydro-6-methoxy-7-[(4-methoxybenzyl)oxy]-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyran-4-carboxaldehyde

methyl 6-O-benzyl-3,4-O-isopropylidene-α-D-allopyranoside