(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-hexane-1,2,5-triol

Base Information

Chemical Name:(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-hexane-1,2,5-triol
CAS No.:96823-51-7
Molecular Formula:C₂₁H₃₄O₅
Molecular Weight:366.498
Hs Code.:

Synonyms:(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-hexane-1,2,5-triol

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Chemical Property of (S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-hexane-1,2,5-triol

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Technology Process of (S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-hexane-1,2,5-triol

There total 22 articles about (S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-hexane-1,2,5-triol 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: 96.0%

: 96823-43-7
(S)-2-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-hex-5-en-2-ol

: 96823-51-7
(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-hexane-1,2,5-triol

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; for 0.5h; Ambient temperature;
DOI:10.1248/cpb.37.1705

Reference yield:

: 96823-42-6
(2S,3R)-3-Benzyloxy-5-((2S,3S)-3-but-3-enyl-3-methyl-oxiranyl)-3-ethyl-pentan-2-ol

: 96823-51-7
(S)-5-((5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-hexane-1,2,5-triol

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / 10-camphorsulphonic acid / CH₂Cl₂ / 0.25 h / 0 °C

2: OsO₄, N-methylmorpholine N-oxide (NMO) / acetone; H₂O / 0.5 h / Ambient temperature

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; camphor-10-sulfonic acid; In dichloromethane; water; acetone;
DOI:10.1016/S0040-4039(00)98547-2

Reference yield:

: 96823-48-2
(2S,3R)-3-Benzyloxy-5-[(4R,5S)-5-but-3-enyl-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxolan-4-yl]-3-ethyl-pentan-2-ol

: 96823-51-7
(S)-5-((5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-hexane-1,2,5-triol

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / NaH / dimethylsulfoxide; tetrahydrofuran / Ambient temperature

2: 86 percent / 1N HCl / tetrahydrofuran / 50 °C

3: 1.) MesCl, Et₃N; 2.) K₂CO₃

4: 92 percent / DDQ / CH₂Cl₂; H₂O / 0 °C

5: 90 percent / 10-camphorsulphonic acid / CH₂Cl₂ / 0.25 h / 0 °C

6: OsO₄, N-methylmorpholine N-oxide (NMO) / acetone; H₂O / 0.5 h / Ambient temperature

With hydrogenchloride; osmium(VIII) oxide; sodium hydride; potassium carbonate; methanesulfonyl chloride; 4-methylmorpholine N-oxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; camphor-10-sulfonic acid; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4039(00)98547-2