(2R,3R,4R,5S,8S)-8--1,2-isopropylidenedioxy-8-methoxy-3,5-dimethyloctan-4-ol

Base Information

Chemical Name:(2R,3R,4R,5S,8S)-8--1,2-isopropylidenedioxy-8-methoxy-3,5-dimethyloctan-4-ol
CAS No.:155433-57-1
Molecular Formula:C₂₈H₄₀O₆
Molecular Weight:472.622
Hs Code.:

(2R,3R,4R,5S,8S)-8-<m-(benzyloxymethoxy)phenyl>-1,2-isopropylidenedioxy-8-methoxy-3,5-dimethyloctan-4-ol

Synonyms:(2R,3R,4R,5S,8S)-8--1,2-isopropylidenedioxy-8-methoxy-3,5-dimethyloctan-4-ol

Suppliers and Price of (2R,3R,4R,5S,8S)-8--1,2-isopropylidenedioxy-8-methoxy-3,5-dimethyloctan-4-ol

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 (2R,3R,4R,5S,8S)-8--1,2-isopropylidenedioxy-8-methoxy-3,5-dimethyloctan-4-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,3R,4R,5S,8S)-8--1,2-isopropylidenedioxy-8-methoxy-3,5-dimethyloctan-4-ol

There total 17 articles about (2R,3R,4R,5S,8S)-8--1,2-isopropylidenedioxy-8-methoxy-3,5-dimethyloctan-4-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:

: 3587-60-8
Benzyloxymethyl chloride

: 155433-57-1
(2R,3R,4R,5S,8S)-8--1,2-isopropylidenedioxy-8-methoxy-3,5-dimethyloctan-4-ol

Guidance literature:: Multi-step reaction with 11 steps

2: 92 percent / diisobutyl aluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

3: 90 percent / (-)-diisopropyl tartrate, titanium tetraisopropoxide, t-butyl hydroperoxide, MS 4 Angstroem / CH₂Cl₂; toluene / 11 h / -20 °C

4: 91 percent / Red-al / toluene; tetrahydrofuran / 10.2 h / 0 °C

5: 93 percent / triethylamine, 4-DMAP / CH₂Cl₂ / 4 h / Ambient temperature

6: sodium hydride / tetrahydrofuran; dimethylformamide / 5 h / Ambient temperature

7: sodium bromide / dimethylformamide / 48 h / Ambient temperature

8: Mg / tetrahydrofuran / 1 h / Irradiation

9: 1.) methylmagnesium bromide / 2.) CuI / 1.) THF, 0 deg C, 5 min.; 2.) THF, -20 deg C, 10 h

10: triethylamine, 4-DMAP / CH₂Cl₂ / 1 h / Ambient temperature

11: lithium aluminum hydride / tetrahydrofuran / 0.08 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; lithium aluminium tetrahydride; (-)-diisopropyl tartrate; MS 4 Angstroem; methylmagnesium bromide; sodium hydride; diisobutylaluminium hydride; magnesium; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium bromide; copper(l) iodide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)81547-7

Reference yield:

: 14755-02-3,588-30-7
3-hydroxy-trans-cinnamic acid

: 155433-57-1
(2R,3R,4R,5S,8S)-8--1,2-isopropylidenedioxy-8-methoxy-3,5-dimethyloctan-4-ol

Guidance literature:: Multi-step reaction with 11 steps

2: 92 percent / diisobutyl aluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

3: 90 percent / (-)-diisopropyl tartrate, titanium tetraisopropoxide, t-butyl hydroperoxide, MS 4 Angstroem / CH₂Cl₂; toluene / 11 h / -20 °C

4: 91 percent / Red-al / toluene; tetrahydrofuran / 10.2 h / 0 °C

5: 93 percent / triethylamine, 4-DMAP / CH₂Cl₂ / 4 h / Ambient temperature

6: sodium hydride / tetrahydrofuran; dimethylformamide / 5 h / Ambient temperature

7: sodium bromide / dimethylformamide / 48 h / Ambient temperature

8: Mg / tetrahydrofuran / 1 h / Irradiation

9: 1.) methylmagnesium bromide / 2.) CuI / 1.) THF, 0 deg C, 5 min.; 2.) THF, -20 deg C, 10 h

10: triethylamine, 4-DMAP / CH₂Cl₂ / 1 h / Ambient temperature

11: lithium aluminum hydride / tetrahydrofuran / 0.08 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; lithium aluminium tetrahydride; (-)-diisopropyl tartrate; MS 4 Angstroem; methylmagnesium bromide; sodium hydride; diisobutylaluminium hydride; magnesium; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium bromide; copper(l) iodide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)81547-7

Reference yield:

: 74243-89-3
*R^*)>-α,2,2-trimethyl-1,3-dioxolane-4-ethanol

: 155433-57-1
(2R,3R,4R,5S,8S)-8--1,2-isopropylidenedioxy-8-methoxy-3,5-dimethyloctan-4-ol

Guidance literature:: Multi-step reaction with 7 steps

1: oxalyl chloride, dimethyl sulfoxide, triethylamine / CH₂Cl₂ / 0.75 h / -78 °C

2: potassium t-butoxide / tetrahydrofuran / 1 h / -78 °C

3: 96 percent / diisobutyl aluminum hydride / hexane; CH₂Cl₂ / 1 h / -78 °C

4: 82 percent / (+)-diisopropyl tartrate, titanium tetraisopropoxide, t-butyl hydroperoxide / CH₂Cl₂; toluene / 11 h / -20 °C

5: 1.) methylmagnesium bromide / 2.) CuI / 1.) THF, 0 deg C, 5 min.; 2.) THF, -20 deg C, 10 h

6: triethylamine, 4-DMAP / CH₂Cl₂ / 1 h / Ambient temperature

7: lithium aluminum hydride / tetrahydrofuran / 0.08 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; lithium aluminium tetrahydride; oxalyl dichloride; L-(+)-diisopropyl tartrate; methylmagnesium bromide; potassium tert-butylate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; copper(l) iodide; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)81547-7