(3S,5R,6R,8R)-3-Ethoxy-5-<<(tert-butyldiphenylsilyl)oxy>methyl>-6-methoxy-8-vinyl-2-oxabicyclo<2.2.2>octane

Base Information

Chemical Name:(3S,5R,6R,8R)-3-Ethoxy-5-<<(tert-butyldiphenylsilyl)oxy>methyl>-6-methoxy-8-vinyl-2-oxabicyclo<2.2.2>octane
CAS No.:157687-07-5
Molecular Formula:C₂₉H₄₀O₄Si
Molecular Weight:480.72
Hs Code.:

Synonyms:(3S,5R,6R,8R)-3-Ethoxy-5-<<(tert-butyldiphenylsilyl)oxy>methyl>-6-methoxy-8-vinyl-2-oxabicyclo<2.2.2>octane

Suppliers and Price of (3S,5R,6R,8R)-3-Ethoxy-5-<<(tert-butyldiphenylsilyl)oxy>methyl>-6-methoxy-8-vinyl-2-oxabicyclo<2.2.2>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 (3S,5R,6R,8R)-3-Ethoxy-5-<<(tert-butyldiphenylsilyl)oxy>methyl>-6-methoxy-8-vinyl-2-oxabicyclo<2.2.2>octane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,5R,6R,8R)-3-Ethoxy-5-<<(tert-butyldiphenylsilyl)oxy>methyl>-6-methoxy-8-vinyl-2-oxabicyclo<2.2.2>octane

There total 16 articles about (3S,5R,6R,8R)-3-Ethoxy-5-<<(tert-butyldiphenylsilyl)oxy>methyl>-6-methoxy-8-vinyl-2-oxabicyclo<2.2.2>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: 85.0%

: 157687-06-4
(1R,3S,4S,5R,6R,8R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-ethoxy-8-vinyl-2-oxa-bicyclo[2.2.2]octan-6-ol

: 74-88-4
methyl iodide

: 157687-07-5
(3S,5R,6R,8R)-3-Ethoxy-5-<<(tert-butyldiphenylsilyl)oxy>methyl>-6-methoxy-8-vinyl-2-oxabicyclo<2.2.2>octane

Guidance literature:: With silver(l) oxide; for 48h; Ambient temperature;
DOI:10.1021/jo00117a043

Reference yield:

: 55735-68-7
Acetic acid (2R,3S,6S)-6-ethoxy-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-yl ester

: 157687-07-5
(3S,5R,6R,8R)-3-Ethoxy-5-<<(tert-butyldiphenylsilyl)oxy>methyl>-6-methoxy-8-vinyl-2-oxabicyclo<2.2.2>octane

Guidance literature:: Multi-step reaction with 15 steps

1: 70 percent / pyridine / CH₂Cl₂ / 2.5 h / Ambient temperature

2: 89 percent / NaI, Ac₂O / 60 °C

3: 89 percent / AIBN / toluene

4: 100 percent / NEt₃, H₂O / methanol

5: NEt₃ / CH₂Cl₂

6: Bu₃SnCl, NaCNBH₃, AIBN

7: 78 percent / H₂O₂, KHCO₃, KF

9: 1.) O₃, 2.) Me₂S / 1.) MeOH

10: K₂CO₃ / methanol / 24 h

11: KHMDS

12: 78 percent / Bu₂SnO, NBS

13: 88 percent / NaBH(OAc)3 / ethyl acetate

14: 85 percent / NEt₃, DMAP / CH₂Cl₂

15: 82 percent / Ag₂O

With pyridine; dmap; potassium fluoride; N-Bromosuccinimide; dimethylsulfide; 2,2'-azobis(isobutyronitrile); tributyltin chloride; water; dihydrogen peroxide; acetic anhydride; potassium hexamethylsilazane; sodium tris(acetoxy)borohydride; di(n-butyl)tin oxide; sodium cyanoborohydride; potassium carbonate; potassium hydrogencarbonate; ozone; triethylamine; sodium iodide; silver(l) oxide; In methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jo00094a009

Reference yield:

: 61243-08-1
Acetic acid (2S,3S,6S)-6-ethoxy-2-iodomethyl-3,6-dihydro-2H-pyran-3-yl ester

: 157687-07-5
(3S,5R,6R,8R)-3-Ethoxy-5-<<(tert-butyldiphenylsilyl)oxy>methyl>-6-methoxy-8-vinyl-2-oxabicyclo<2.2.2>octane

Guidance literature:: Multi-step reaction with 13 steps

1: 89 percent / AIBN / toluene

2: 100 percent / NEt₃, H₂O / methanol

3: NEt₃ / CH₂Cl₂

4: Bu₃SnCl, NaCNBH₃, AIBN

5: 78 percent / H₂O₂, KHCO₃, KF

7: 1.) O₃, 2.) Me₂S / 1.) MeOH

8: K₂CO₃ / methanol / 24 h

9: KHMDS

10: 78 percent / Bu₂SnO, NBS

11: 88 percent / NaBH(OAc)3 / ethyl acetate

12: 85 percent / NEt₃, DMAP / CH₂Cl₂

13: 82 percent / Ag₂O

With dmap; potassium fluoride; N-Bromosuccinimide; dimethylsulfide; 2,2'-azobis(isobutyronitrile); tributyltin chloride; water; dihydrogen peroxide; potassium hexamethylsilazane; sodium tris(acetoxy)borohydride; di(n-butyl)tin oxide; sodium cyanoborohydride; potassium carbonate; potassium hydrogencarbonate; ozone; triethylamine; silver(l) oxide; In methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jo00094a009