5,6,8-trideoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-3-O-benzyl-7(R)-hydroxy-α-D-glycero-D-gluco-octo-1,4-furanose

Base Information

Chemical Name:5,6,8-trideoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-3-O-benzyl-7(R)-hydroxy-α-D-glycero-D-gluco-octo-1,4-furanose
CAS No.:847615-53-6
Molecular Formula:C₂₅H₃₁NO₅
Molecular Weight:425.525
Hs Code.:

Synonyms:5,6,8-trideoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-3-O-benzyl-7(R)-hydroxy-α-D-glycero-D-gluco-octo-1,4-furanose

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Chemical Property of 5,6,8-trideoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-3-O-benzyl-7(R)-hydroxy-α-D-glycero-D-gluco-octo-1,4-furanose

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Technology Process of 5,6,8-trideoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-3-O-benzyl-7(R)-hydroxy-α-D-glycero-D-gluco-octo-1,4-furanose

There total 4 articles about 5,6,8-trideoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-3-O-benzyl-7(R)-hydroxy-α-D-glycero-D-gluco-octo-1,4-furanose 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: 84.0%

: 847615-50-3
1,2-O-isopropylidene-3-O-benzyl-4R-[(3'R,5'R)-N-benzyl-5'-tosyloxymethyl-3'-isoxazolidinyl]-β-L-threo-1,4-furanose

: 847615-53-6
5,6,8-trideoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-3-O-benzyl-7(R)-hydroxy-α-D-glycero-D-gluco-octo-1,4-furanose

Guidance literature:: With copper diacetate; acetic acid; zinc; In water; at 70 ℃; for 1h;
DOI:10.1021/jo048176x

Reference yield: 76.0%

: 649571-91-5
4-[(3R,5R)-1-benzyl-3-hydroxy-2-oxo-5-pyrrolidinyl]-3-O-benzyl-1,2-O-isopropylidene-α-D-xylo-tetrofuranose

: 847615-53-6
5,6,8-trideoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-3-O-benzyl-7(R)-hydroxy-α-D-glycero-D-gluco-octo-1,4-furanose

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; for 3h; heating;
DOI:10.1016/j.tetasy.2007.08.001

Reference yield:

: [2-Benzyl-3-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-isoxazolidin-5-yl]-methanol

: 847615-53-6
5,6,8-trideoxy-5,8-(N-benzylimino)-1,2-O-isopropylidene-3-O-benzyl-7(R)-hydroxy-α-D-glycero-D-gluco-octo-1,4-furanose

Guidance literature:: Multi-step reaction with 2 steps

1: 7 percent / pyridine / 4 h / 25 °C

2: 84 percent / Zn; copper(II) acetate; acetic acid / H₂O / 1 h / 70 °C

With pyridine; copper diacetate; acetic acid; zinc; In water;
DOI:10.1021/jo048176x