(1S,3S,4R,5S)-3-((R)-2-benzyloxy-1-methyl-ethyl)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octane

Base Information

Chemical Name:(1S,3S,4R,5S)-3-((R)-2-benzyloxy-1-methyl-ethyl)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octane
CAS No.:1040727-22-7
Molecular Formula:C₁₈H₂₆O₃
Molecular Weight:290.403
Hs Code.:

Synonyms:(1S,3S,4R,5S)-3-((R)-2-benzyloxy-1-methyl-ethyl)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octane

Suppliers and Price of (1S,3S,4R,5S)-3-((R)-2-benzyloxy-1-methyl-ethyl)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octane

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 (1S,3S,4R,5S)-3-((R)-2-benzyloxy-1-methyl-ethyl)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,3S,4R,5S)-3-((R)-2-benzyloxy-1-methyl-ethyl)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octane

There total 5 articles about (1S,3S,4R,5S)-3-((R)-2-benzyloxy-1-methyl-ethyl)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octane 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: 95.0%

: C₁₈H₂₆O₃

: 1040727-22-7
(1S,3S,4R,5S)-3-((R)-2-benzyloxy-1-methyl-ethyl)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octane

Guidance literature:: With Zeise's dimer; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jacs.6b03248

Reference yield: 88.0%

: 1040727-20-5
(2R,3S,4R,5S)-1-benzyloxy-2,4-dimethyl-non-8-ene-3,5-diol

: 1040727-22-7
(1S,3S,4R,5S)-3-((R)-2-benzyloxy-1-methyl-ethyl)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octane

Guidance literature:: With oxygen; copper dichloride; palladium dichloride; In tetrahydrofuran; at 0 ℃; for 48h; under 760.051 Torr;
DOI:10.1021/ol801148d

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 1040727-22-7
(1S,3S,4R,5S)-3-((R)-2-benzyloxy-1-methyl-ethyl)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

2.1: (+)-diisopinocampheylboron triflate; N-ethyl-N,N-diisopropylamine / dichloromethane / 2.25 h / -78 - 0 °C

2.2: 19 h / -78 - -23 °C

3.1: sodium tetrahydroborate; acetic acid / 1.17 h / 20 °C

4.1: Zeise's dimer / tetrahydrofuran / 20 °C

With sodium tetrahydroborate; Zeise's dimer; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; (+)-diisopinocampheylboron triflate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jacs.6b03248