(3R,4S,5S)-3,4,5-Tris-benzyloxy-2-[((E)-propenyl)oxy]-tetrahydro-pyran

Base Information

Chemical Name:(3R,4S,5S)-3,4,5-Tris-benzyloxy-2-[((E)-propenyl)oxy]-tetrahydro-pyran
CAS No.:134149-46-5
Molecular Formula:C₂₉H₃₂O₅
Molecular Weight:460.57
Hs Code.:

Synonyms:

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Chemical Property of (3R,4S,5S)-3,4,5-Tris-benzyloxy-2-[((E)-propenyl)oxy]-tetrahydro-pyran

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Technology Process of (3R,4S,5S)-3,4,5-Tris-benzyloxy-2-[((E)-propenyl)oxy]-tetrahydro-pyran

There total 4 articles about (3R,4S,5S)-3,4,5-Tris-benzyloxy-2-[((E)-propenyl)oxy]-tetrahydro-pyran 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:

: 134149-45-4
allyl 2,3,4-tri-O-benzyl-β-L-arabinopyranose

: 134149-46-5
(3R,4S,5S)-3,4,5-Tris-benzyloxy-2-[((E)-propenyl)oxy]-tetrahydro-pyran

Guidance literature:: With potassium tert-butylate; In various solvent(s); at 95 - 100 ℃; for 1h; Yield given;
DOI:10.1016/0008-6215(91)80132-7

Reference yield:

: 87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2
L-(+)-arabinose

: 134149-46-5
(3R,4S,5S)-3,4,5-Tris-benzyloxy-2-[((E)-propenyl)oxy]-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / calcium sulphate, conc. sulphuric acid / 24 h / 80 °C

2: 1) sodium hydride / 1) methyl sulfoxide, 25 deg C, 1 h, 2) methyl sulfoxide, 25 deg C, overnight

3: potassium tert-butoxide / various solvent(s) / 1 h / 95 - 100 °C

With calcium sulfate; sulfuric acid; potassium tert-butylate; sodium hydride; In various solvent(s);
DOI:10.1016/0008-6215(91)80132-7

Reference yield:

: 134149-43-2
allyl β-L-arabinopyranoside

: 134149-46-5
(3R,4S,5S)-3,4,5-Tris-benzyloxy-2-[((E)-propenyl)oxy]-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 1) sodium hydride / 1) methyl sulfoxide, 25 deg C, 1 h, 2) methyl sulfoxide, 25 deg C, overnight

2: potassium tert-butoxide / various solvent(s) / 1 h / 95 - 100 °C

With potassium tert-butylate; sodium hydride; In various solvent(s);
DOI:10.1016/0008-6215(91)80132-7