(S)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-pent-4-en-1-ol

Base Information

Chemical Name:(S)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-pent-4-en-1-ol
CAS No.:881015-88-9
Molecular Formula:C₄₀H₄₆O₆
Molecular Weight:622.802
Hs Code.:

Synonyms:(S)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-pent-4-en-1-ol

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Chemical Property of (S)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-pent-4-en-1-ol

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Technology Process of (S)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-pent-4-en-1-ol

There total 4 articles about (S)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-pent-4-en-1-ol 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:

: 881015-87-8
(4S)-4-benzyl-3-[(2S)-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosylmethyl)pent-4-enoyl]oxazolidin-2-one

: 881015-88-9
(S)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-pent-4-en-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 0.25h;
DOI:10.1021/jo052256z

Reference yield:

: C₄₂H₄₈O₈

: 881015-88-9
(S)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-pent-4-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 13.1 g / Et₃N*HCl; BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2: 70 percent / NaHMDS / tetrahydrofuran / -78 - 20 °C

3: LiAlH₄ / diethyl ether / 0.25 h / 20 °C

With lithium aluminium tetrahydride; n-butyllithium; sodium hexamethyldisilazane; triethylamine hydrochloride; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/jo052256z

Reference yield:

: 881015-86-7
(4S)-4-benzyl-3-[3-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)propionyl]oxazolidin-2-one

: 881015-88-9
(S)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-pent-4-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / NaHMDS / tetrahydrofuran / -78 - 20 °C

2: LiAlH₄ / diethyl ether / 0.25 h / 20 °C

With lithium aluminium tetrahydride; sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo052256z