(2R,3R,5S,6S)-6-<(2S)-1-benzyloxyprop-2-yl>-2-tert-butoxycarbonylmethyl-3,5-dimethyl-2-hydroxytetrahydropyran

Base Information

Chemical Name:(2R,3R,5S,6S)-6-<(2S)-1-benzyloxyprop-2-yl>-2-tert-butoxycarbonylmethyl-3,5-dimethyl-2-hydroxytetrahydropyran
CAS No.:172995-85-6
Molecular Formula:C₂₃H₃₆O₅
Molecular Weight:392.536
Hs Code.:

Synonyms:(2R,3R,5S,6S)-6-<(2S)-1-benzyloxyprop-2-yl>-2-tert-butoxycarbonylmethyl-3,5-dimethyl-2-hydroxytetrahydropyran

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Chemical Property of (2R,3R,5S,6S)-6-<(2S)-1-benzyloxyprop-2-yl>-2-tert-butoxycarbonylmethyl-3,5-dimethyl-2-hydroxytetrahydropyran

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Technology Process of (2R,3R,5S,6S)-6-<(2S)-1-benzyloxyprop-2-yl>-2-tert-butoxycarbonylmethyl-3,5-dimethyl-2-hydroxytetrahydropyran

There total 5 articles about (2R,3R,5S,6S)-6-<(2S)-1-benzyloxyprop-2-yl>-2-tert-butoxycarbonylmethyl-3,5-dimethyl-2-hydroxytetrahydropyran 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:

: 90093-98-4
(2S,3R,5S,6S)-2-isopropyloxy-3,5-dimethyl-6-<1(S)-methyl-2-hydroxyethyl>tetrahydropyran

: 172995-85-6
(2R,3R,5S,6S)-6-<(2S)-1-benzyloxyprop-2-yl>-2-tert-butoxycarbonylmethyl-3,5-dimethyl-2-hydroxytetrahydropyran

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) THF, RT, 1 h, 2.) THF, 17 h

2: 76 percent / 1N aq. H₂SO₄ / dioxane / 3.5 h / 50 °C

3: 92 percent / PCC, 3A molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

4: 1.) n-BuLi, i-Pr₂NH / 1.) THF, hexane, 1 h, 2.) THF, hexane, 1 h

With n-butyllithium; 3 A molecular sieve; sulfuric acid; sodium hydride; diisopropylamine; pyridinium chlorochromate; In 1,4-dioxane; dichloromethane;
DOI:10.1016/0040-4020(95)00905-1

Reference yield:

: 100-44-7
benzyl chloride

: 172995-85-6
(2R,3R,5S,6S)-6-<(2S)-1-benzyloxyprop-2-yl>-2-tert-butoxycarbonylmethyl-3,5-dimethyl-2-hydroxytetrahydropyran

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) THF, RT, 1 h, 2.) THF, 17 h

2: 76 percent / 1N aq. H₂SO₄ / dioxane / 3.5 h / 50 °C

3: 92 percent / PCC, 3A molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

4: 1.) n-BuLi, i-Pr₂NH / 1.) THF, hexane, 1 h, 2.) THF, hexane, 1 h

With n-butyllithium; 3 A molecular sieve; sulfuric acid; sodium hydride; diisopropylamine; pyridinium chlorochromate; In 1,4-dioxane; dichloromethane;
DOI:10.1016/0040-4020(95)00905-1

Reference yield:

: 114144-80-8
(2S,3R,5S,6S)-6-<(2S)-1-benzyloxyprop-2-yl>-3,5-dimethyl-2-isopropoxytetrahydropyran

: 172995-85-6
(2R,3R,5S,6S)-6-<(2S)-1-benzyloxyprop-2-yl>-2-tert-butoxycarbonylmethyl-3,5-dimethyl-2-hydroxytetrahydropyran

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / 1N aq. H₂SO₄ / dioxane / 3.5 h / 50 °C

2: 92 percent / PCC, 3A molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

3: 1.) n-BuLi, i-Pr₂NH / 1.) THF, hexane, 1 h, 2.) THF, hexane, 1 h

With n-butyllithium; 3 A molecular sieve; sulfuric acid; diisopropylamine; pyridinium chlorochromate; In 1,4-dioxane; dichloromethane;
DOI:10.1016/0040-4020(95)00905-1