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

Base Information

• Chemical Name: methyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside
• CAS No.: 35775-14-5
• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.375
• Mol file: 35775-14-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about methyl 4-O-benzyl-6-deoxy-2,3-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: 90.0%

methyl 6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside (24562-43-4) + benzyl bromide (100-39-0) → methyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside (35775-14-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 12h; Ambient temperature;

DOI:10.1016/S0040-4039(00)61250-9

Reference yield:

methyl 6-deoxy-2,3-O-isopropylidene-α-L-lyxo-hexopyranoside-4-ulose (2592-53-2) → methyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside (35775-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / NaBH₄ / methanol / 1 h / Ambient temperature

2: 90 percent / NaH / tetrahydrofuran / 12 h / Ambient temperature

With sodium tetrahydroborate; sodium hydride; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4039(00)61250-9

Reference yield:

benzyl bromide (100-39-0) + methyl 2,3-O-isopropylidene-α-L-rhamnoside (14133-63-2) → methyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside (35775-14-5)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/0040-4039(91)80786-6

upstream raw materials:

methyl 6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

benzyl bromide

methyl 2,3-O-isopropylidene-α-L-rhamnoside

methyl 6-deoxy-2,3-O-isopropylidene-α-L-lyxo-hexopyranoside-4-ulose

Downstream raw materials:

methyl 4-O-benzyl-6-deoxy-α-L-talopyranoside

(2R,3R,4S,5R,6S)-5-Benzyloxy-2,4-dimethoxy-6-methyl-tetrahydro-pyran-3-ol

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

C₇₆H₉₀O₁₇