(2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

Base Information

Chemical Name:(2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol
CAS No.:114219-31-7
Molecular Formula:C₂₁H₂₆O₅
Molecular Weight:358.434
Hs Code.:

Synonyms:(2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

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Chemical Property of (2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

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Technology Process of (2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

There total 14 articles about (2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-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: 84.0%

: 114219-30-6
methyl 2,4-di-O-benzyl-6-O-tosyl-α-D-glucopyranoside

: 114219-31-7
(2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; for 1h; Heating;
DOI:10.1246/bcsj.60.2301

Reference yield:

: (2S,3R,4S,5R,6R)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-4-[((E)-propenyl)oxy]-tetrahydro-pyran

: 114219-31-7
(2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

Guidance literature:: With sulfuric acid; In tetrahydrofuran; for 24h; Yield given; Ambient temperature;

Reference yield:

: 20316-77-2
(3aR,5R,6S,6aR)-6-(allyloxy)-5-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole

: 114219-31-7
(2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / 2 N H₂SO₄ / methanol / 20 h / Ambient temperature

2: 89 percent / DMAP / CH₂Cl₂; pyridine / 96 h / Ambient temperature

3: 86 percent / LiAlH₄ / tetrahydrofuran / 8 h / Ambient temperature

4: 92 percent / 0.35 M HCl / 96 h / Ambient temperature

5: 33 percent / KH / tetrahydrofuran / 2 h / Ambient temperature

6: t-BuOK / dimethylsulfoxide / 0.33 h / 100 °C

7: 2 N H₂SO₄ / tetrahydrofuran / 24 h / Ambient temperature

With hydrogenchloride; dmap; lithium aluminium tetrahydride; sulfuric acid; potassium tert-butylate; potassium hydride; In tetrahydrofuran; pyridine; methanol; dichloromethane; dimethyl sulfoxide;