(S)-7-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-heptan-2-ol

Base Information

Chemical Name:(S)-7-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-heptan-2-ol
CAS No.:912352-08-0
Molecular Formula:C₂₁H₃₂O₅
Molecular Weight:364.482
Hs Code.:

Synonyms:(S)-7-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-heptan-2-ol

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Chemical Property of (S)-7-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-heptan-2-ol

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Technology Process of (S)-7-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-heptan-2-ol

There total 11 articles about (S)-7-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-heptan-2-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: 75.0%

: 912352-07-9
Toluene-4-sulfonic acid (R)-7-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-hydroxy-heptyl ester

: 912352-08-0
(S)-7-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-heptan-2-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1016/j.tetlet.2006.07.043

Reference yield:

: 912351-95-2
6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexanal

: 912352-08-0
(S)-7-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-heptan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / t-BuOK / dimethylsulfoxide / 1 h / 0 °C

2: 41 percent / S,S-Jacobsen catalyst / H₂O / 12 h / 20 °C

3: 71 percent / Et₃N / CH₂Cl₂ / 12 h / 0 °C

4: 75 percent / LAH / tetrahydrofuran / 1 h / 0 °C

With lithium aluminium tetrahydride; potassium tert-butylate; triethylamine; (S,S)-(salen)manganese; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/j.tetlet.2006.07.043

Reference yield:

: 912351-99-6
(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(5-oxiranyl-pentyl)-tetrahydro-furo[2,3-d][1,3]dioxole

: 912352-08-0
(S)-7-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-heptan-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 41 percent / S,S-Jacobsen catalyst / H₂O / 12 h / 20 °C

2: 71 percent / Et₃N / CH₂Cl₂ / 12 h / 0 °C

3: 75 percent / LAH / tetrahydrofuran / 1 h / 0 °C

With lithium aluminium tetrahydride; triethylamine; (S,S)-(salen)manganese; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tetlet.2006.07.043