(2S,3R,4R,5R)-2,3-bis(benzyloxy)-4-hydroxycyclohex-1-ene-1-hydroxymethyl-ethane-5,6-diol-O-isopropylidene

Base Information

Chemical Name:(2S,3R,4R,5R)-2,3-bis(benzyloxy)-4-hydroxycyclohex-1-ene-1-hydroxymethyl-ethane-5,6-diol-O-isopropylidene
CAS No.:1597438-26-0
Molecular Formula:C₂₆H₃₂O₆
Molecular Weight:440.536
Hs Code.:

Synonyms:(2S,3R,4R,5R)-2,3-bis(benzyloxy)-4-hydroxycyclohex-1-ene-1-hydroxymethyl-ethane-5,6-diol-O-isopropylidene

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Chemical Property of (2S,3R,4R,5R)-2,3-bis(benzyloxy)-4-hydroxycyclohex-1-ene-1-hydroxymethyl-ethane-5,6-diol-O-isopropylidene

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Technology Process of (2S,3R,4R,5R)-2,3-bis(benzyloxy)-4-hydroxycyclohex-1-ene-1-hydroxymethyl-ethane-5,6-diol-O-isopropylidene

There total 2 articles about (2S,3R,4R,5R)-2,3-bis(benzyloxy)-4-hydroxycyclohex-1-ene-1-hydroxymethyl-ethane-5,6-diol-O-isopropylidene 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%

: 1597438-25-9
(2S,3R,4R,5R)-2,3-bis(benzyloxy)-4-hydroxycyclohex-1-ene-ethane-5,6-diol-O-isopropylidene-1-(triisopropylsilyloxymethyl)

: 1597438-26-0
(2S,3R,4R,5R)-2,3-bis(benzyloxy)-4-hydroxycyclohex-1-ene-1-hydroxymethyl-ethane-5,6-diol-O-isopropylidene

Guidance literature:: With tetra-n-butylammoniumfluoride trihydrate; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol500848q

Reference yield:

: 2,3-di-O-benzyl-1,4’’,4’”-trideoxy-1-C-methylene-5,6-O-isopropylidene-1’-tri-Oisopropylsilyl-4-C-(prop-4’-enyl)-D-galacto-heptitol

: 1597438-26-0
(2S,3R,4R,5R)-2,3-bis(benzyloxy)-4-hydroxycyclohex-1-ene-1-hydroxymethyl-ethane-5,6-diol-O-isopropylidene

Guidance literature:: Multi-step reaction with 2 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 6 h / 80 °C / Inert atmosphere

2: tetra-n-butylammoniumfluoride trihydrate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tetra-n-butylammoniumfluoride trihydrate; In tetrahydrofuran; toluene;
DOI:10.1021/ol500848q