1-deoxy-4-benzyloxy-5-(benzyloxymethyl)-2,3-O-isopropylidene-L-sorbofuranose

Base Information

Chemical Name:1-deoxy-4-benzyloxy-5-(benzyloxymethyl)-2,3-O-isopropylidene-L-sorbofuranose
CAS No.:1374552-68-7
Molecular Formula:C₂₃H₂₈O₅
Molecular Weight:384.472
Hs Code.:

Synonyms:1-deoxy-4-benzyloxy-5-(benzyloxymethyl)-2,3-O-isopropylidene-L-sorbofuranose

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-deoxy-4-benzyloxy-5-(benzyloxymethyl)-2,3-O-isopropylidene-L-sorbofuranose

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Technology Process of 1-deoxy-4-benzyloxy-5-(benzyloxymethyl)-2,3-O-isopropylidene-L-sorbofuranose

There total 4 articles about 1-deoxy-4-benzyloxy-5-(benzyloxymethyl)-2,3-O-isopropylidene-L-sorbofuranose 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: 96.0%

: 83032-06-8,38084-10-5
(3aS,5S,6R,6aS)-5-Hydroxymethyl-2,2,3a-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

: 100-39-0
benzyl bromide

: 1374552-68-7
1-deoxy-4-benzyloxy-5-(benzyloxymethyl)-2,3-O-isopropylidene-L-sorbofuranose

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 27 ℃; for 4h;
DOI:10.1002/ejoc.201101605

Reference yield:

: 38084-00-3,131182-31-5
1-deoxy-1-iodo-2,3:4,6-di-O-isopropylidene-α-L-sorbofuranose

: 1374552-68-7
1-deoxy-4-benzyloxy-5-(benzyloxymethyl)-2,3-O-isopropylidene-L-sorbofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / 10 h / 27 °C

2: sulfuric acid / methanol / 10 h / 27 °C

3: sodium hydride / N,N-dimethyl-formamide / 4 h / 0 - 27 °C

With 2,2'-azobis(isobutyronitrile); sulfuric acid; tri-n-butyl-tin hydride; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201101605

Reference yield:

: 94284-19-2,38084-01-4
1-deoxy-2,3:4,6-di-O-isopropylidene-L-sorbofuranose

: 1374552-68-7
1-deoxy-4-benzyloxy-5-(benzyloxymethyl)-2,3-O-isopropylidene-L-sorbofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: sulfuric acid / methanol / 10 h / 27 °C

2: sodium hydride / N,N-dimethyl-formamide / 4 h / 0 - 27 °C

With sulfuric acid; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201101605