3-C-(benzyloxymethyl)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Base Information

Chemical Name:3-C-(benzyloxymethyl)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose
CAS No.:85315-67-9
Molecular Formula:C₂₀H₂₈O₆
Molecular Weight:364.439
Hs Code.:

Synonyms:3-C-(benzyloxymethyl)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

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Chemical Property of 3-C-(benzyloxymethyl)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

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Technology Process of 3-C-(benzyloxymethyl)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

There total 4 articles about 3-C-(benzyloxymethyl)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 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: 76.2%

: 69832-48-0
((3aR,5S,6R,6aR)-tetrahydro-2,2-dimethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)furo[2,3-d][1,3]dioxol-6-yl)methanol

: 100-44-7
benzyl chloride

: 85315-67-9
3-C-(benzyloxymethyl)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Guidance literature:: With sodium hydride; dimethyl sulfoxide; for 1h; Ambient temperature;
DOI:10.1039/P19850000019

Reference yield:

: 2847-00-9
1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

: 85315-67-9
3-C-(benzyloxymethyl)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi

2.1: BH₃

2.2: H₂O₂; NaOH

With n-butyllithium; borane; 1.2: Wittig reaction;
DOI:10.1081/NCN-120022618

Reference yield:

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 85315-67-9
3-C-(benzyloxymethyl)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: PDC

2.1: n-BuLi

3.1: BH₃

3.2: H₂O₂; NaOH

With dipyridinium dichromate; n-butyllithium; borane; 2.2: Wittig reaction;
DOI:10.1081/NCN-120022618