4-O-benzyl-3,6-dideoxy-1,2-O-(1-methoxyethylidene)-β-L-arabino-hexopyranose

Base Information

Chemical Name:4-O-benzyl-3,6-dideoxy-1,2-O-(1-methoxyethylidene)-β-L-arabino-hexopyranose
CAS No.:157306-12-2
Molecular Formula:C₁₆H₂₂O₅
Molecular Weight:294.348
Hs Code.:

Synonyms:4-O-benzyl-3,6-dideoxy-1,2-O-(1-methoxyethylidene)-β-L-arabino-hexopyranose

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Chemical Property of 4-O-benzyl-3,6-dideoxy-1,2-O-(1-methoxyethylidene)-β-L-arabino-hexopyranose

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Technology Process of 4-O-benzyl-3,6-dideoxy-1,2-O-(1-methoxyethylidene)-β-L-arabino-hexopyranose

There total 3 articles about 4-O-benzyl-3,6-dideoxy-1,2-O-(1-methoxyethylidene)-β-L-arabino-hexopyranose 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: 71.0%

: 100-39-0
benzyl bromide

: 157306-11-1
3,6-dideoxy-1,2-O-(1-methoxyethylidene)-β-L-arabinohexopyranose

: 157306-12-2
4-O-benzyl-3,6-dideoxy-1,2-O-(1-methoxyethylidene)-β-L-arabino-hexopyranose

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 4h;
DOI:10.1016/0008-6215(94)80045-6

Reference yield:

: 80851-14-5
1,2-O-(1-methoxyethylidene)-β-L-rhamnopyranose

: 157306-12-2
4-O-benzyl-3,6-dideoxy-1,2-O-(1-methoxyethylidene)-β-L-arabino-hexopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 84.7 percent / pyridine, N-hydroxysuccinimide / tetrahydrofuran / 3 h / Ambient temperature

2: 50 percent / AIBN, Bu₃SnH / toluene / 80 °C

3: 71 percent / NaH / dimethylformamide / 4 h

With pyridine; 1-hydroxy-pyrrolidine-2,5-dione; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(94)80045-6

Reference yield:

: 157306-10-0
3-O-(4-fluorophenylthionocarbonyl)1,2-O-(1-methoxyethylidene)-β-L-rhamnopyranose

: 157306-12-2
4-O-benzyl-3,6-dideoxy-1,2-O-(1-methoxyethylidene)-β-L-arabino-hexopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / AIBN, Bu₃SnH / toluene / 80 °C

2: 71 percent / NaH / dimethylformamide / 4 h

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; In N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(94)80045-6