(2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol

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Chemical Name:(2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol
CAS No.:117112-62-6
Molecular Formula:C₂₅H₄₀O₃
Molecular Weight:388.591
Hs Code.:
Mol file:117112-62-6.mol

Synonyms:(2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol

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Chemical Property of (2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol Edit

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Technology Process of (2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol

There total 4 articles about (2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol 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: 51.0%

: 25791-20-2
(n-tetradecyl)triphenylphosphonium bromide

: 99274-32-5
2,4-O-benzylidene-D-threose

: 117112-62-6
(2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol

: 114275-39-7
(2R,3R,4E)-1,3-benzylidene-4-octadecene-1,2,3-triol

Guidance literature:: With copper(l) chloride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/acs.chemrestox.5b00047

Reference yield:

: 100-52-7
benzaldehyde

: 117112-62-6
(2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) zinc chloride; 2.) periodate

2: potassium t-butoxide / tetrahydrofuran / Ambient temperature

With periodate; potassium tert-butylate; zinc(II) chloride; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)80087-9

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 117112-62-6
(2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol

: 114275-39-7
(2R,3R,4E)-1,3-benzylidene-4-octadecene-1,2,3-triol

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 40 °C

2: sodium periodate / aq. buffer / pH 7.6

3: copper(l) chloride / tetrahydrofuran / 0 - 20 °C

With sodium periodate; toluene-4-sulfonic acid; copper(l) chloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/acs.chemrestox.5b00047