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

Base Information

Chemical Name:(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((S)-5-oxiranyl-pentyl)-tetrahydro-furo[2,3-d][1,3]dioxole
CAS No.:912352-00-2
Molecular Formula:C₂₁H₃₀O₅
Molecular Weight:362.466
Hs Code.:

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

Suppliers and Price of (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((S)-5-oxiranyl-pentyl)-tetrahydro-furo[2,3-d][1,3]dioxole

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((S)-5-oxiranyl-pentyl)-tetrahydro-furo[2,3-d][1,3]dioxole

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((S)-5-oxiranyl-pentyl)-tetrahydro-furo[2,3-d][1,3]dioxole

There total 9 articles about (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((S)-5-oxiranyl-pentyl)-tetrahydro-furo[2,3-d][1,3]dioxole 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: 43.0%

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

: 912352-00-2
(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((S)-5-oxiranyl-pentyl)-tetrahydro-furo[2,3-d][1,3]dioxole

: 912352-01-3
(R)-7-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-heptane-1,2-diol

Guidance literature:: (S,S)-(salen)manganese; In water; at 20 ℃; for 12h;
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

: 912352-00-2
(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((S)-5-oxiranyl-pentyl)-tetrahydro-furo[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

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

2: 43 percent / S,S-Jacobsen catalyst / H₂O / 12 h / 20 °C

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

Reference yield:

: 912351-98-5
6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexan-1-ol

: 912352-00-2
(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((S)-5-oxiranyl-pentyl)-tetrahydro-furo[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / (COCl)2; Et₃N; DMSO / CH₂Cl₂ / 2 h / -78 °C

2: 78 percent / t-BuOK / dimethylsulfoxide / 1 h / 0 °C

3: 43 percent / S,S-Jacobsen catalyst / H₂O / 12 h / 20 °C

With oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; triethylamine; (S,S)-(salen)manganese; In dichloromethane; water; dimethyl sulfoxide; 1: Swern oxidation;
DOI:10.1016/j.tetlet.2006.07.043