benzyl 2-O-allyl-6-deoxy-3,4-O-isopropylidene-α-L-talopyranoside

Base Information

• Chemical Name: benzyl 2-O-allyl-6-deoxy-3,4-O-isopropylidene-α-L-talopyranoside
• CAS No.: 88818-95-5
• Molecular Formula: C₁₉H₂₆O₅
• Molecular Weight: 334.412
• Mol file: 88818-95-5.mol

Synonyms:benzyl 2-O-allyl-6-deoxy-3,4-O-isopropylidene-α-L-talopyranoside

Chemical Property of benzyl 2-O-allyl-6-deoxy-3,4-O-isopropylidene-α-L-talopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-O-allyl-6-deoxy-3,4-O-isopropylidene-α-L-talopyranoside

There total 1 articles about benzyl 2-O-allyl-6-deoxy-3,4-O-isopropylidene-α-L-talopyranoside 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: 88.0%

benzyl 6-deoxy-3,4-O-isopropylidene-α-L-talopyranoside (88818-94-4) + allyl bromide (106-95-6) → benzyl 2-O-allyl-6-deoxy-3,4-O-isopropylidene-α-L-talopyranoside (88818-95-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 3h; Ambient temperature;

DOI:10.1016/0008-6215(83)84006-3

Reference yield: 90.0%

benzyl 2-O-allyl-6-deoxy-3,4-O-isopropylidene-α-L-talopyranoside (88818-95-5) → benzyl 2-O-allyl-6-deoxy-α-L-talopyranoside (88818-96-6)

Guidance literature:

With water; In acetic acid; at 80 ℃; for 2h;

DOI:10.1016/0008-6215(83)84006-3

Reference yield:

benzyl 2-O-allyl-6-deoxy-3,4-O-isopropylidene-α-L-talopyranoside (88818-95-5) → benzyl 3,4-di-O-benzyl-6-deoxy-2-O-methyl-α-L-talopyranoside (88830-28-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / water / acetic acid / 2 h / 80 °C

2: 82 percent / NaH / dimethylformamide / Ambient temperature

3: 80 percent / tris(triphenylphosphine)rhodium chloride, 1,4-di-azabicyclo<2.2.2>octane / ethanol; benzene; H₂O / Heating

4: 85 percent / dimethylformamide / 4 h / Ambient temperature

With 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; water; sodium hydride; In ethanol; water; acetic acid; N,N-dimethyl-formamide; benzene;

DOI:10.1016/0008-6215(83)84006-3

upstream raw materials:

benzyl 6-deoxy-3,4-O-isopropylidene-α-L-talopyranoside

allyl bromide

Downstream raw materials:

benzyl 2-O-allyl-6-deoxy-α-L-talopyranoside

benzyl 3,4-di-O-benzyl-6-deoxy-2-O-methyl-α-L-talopyranoside

benzyl 3,4-di-O-benzyl-6-deoxy-2-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-α-L-talopyranoside

benzyl 3,4-di-O-benzyl-6-deoxy-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-talopyranoside