(R)-4-((1R,3R,5R)-5-tert-Butoxy-3-hydroxy-1-methyl-2-methylene-cyclopentyl)-4-hydroxymethyl-1-methyl-cyclohex-2-enol

Base Information

Chemical Name:(R)-4-((1R,3R,5R)-5-tert-Butoxy-3-hydroxy-1-methyl-2-methylene-cyclopentyl)-4-hydroxymethyl-1-methyl-cyclohex-2-enol
CAS No.:80502-19-8
Molecular Formula:C₁₉H₃₂O₄
Molecular Weight:324.461
Hs Code.:

Synonyms:(R)-4-((1R,3R,5R)-5-tert-Butoxy-3-hydroxy-1-methyl-2-methylene-cyclopentyl)-4-hydroxymethyl-1-methyl-cyclohex-2-enol

Suppliers and Price of (R)-4-((1R,3R,5R)-5-tert-Butoxy-3-hydroxy-1-methyl-2-methylene-cyclopentyl)-4-hydroxymethyl-1-methyl-cyclohex-2-enol

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 (R)-4-((1R,3R,5R)-5-tert-Butoxy-3-hydroxy-1-methyl-2-methylene-cyclopentyl)-4-hydroxymethyl-1-methyl-cyclohex-2-enol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (R)-4-((1R,3R,5R)-5-tert-Butoxy-3-hydroxy-1-methyl-2-methylene-cyclopentyl)-4-hydroxymethyl-1-methyl-cyclohex-2-enol

There total 9 articles about (R)-4-((1R,3R,5R)-5-tert-Butoxy-3-hydroxy-1-methyl-2-methylene-cyclopentyl)-4-hydroxymethyl-1-methyl-cyclohex-2-enol 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:

: 80502-18-7
C₁₉H₂₈O₄

: 80502-19-8
(R)-4-((1R,3R,5R)-5-tert-Butoxy-3-hydroxy-1-methyl-2-methylene-cyclopentyl)-4-hydroxymethyl-1-methyl-cyclohex-2-enol

Guidance literature:: With lithium aluminium tetrahydride; In 1,2-dimethoxyethane; for 10h; Heating;
DOI:10.1021/ja00368a044

Reference yield:

: 39765-89-4
1β-t-butoxy-7aβ-methyl-2,3,7,7a-tetrahydro-1H-inden-5(6H)-one

: 80502-19-8
(R)-4-((1R,3R,5R)-5-tert-Butoxy-3-hydroxy-1-methyl-2-methylene-cyclopentyl)-4-hydroxymethyl-1-methyl-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) LDA, 2.) Et₃N, 3.) NaHCO₃, MCPBA

2: 1.) O₃, 2.) NaIO₄, CrO₃ / 1.) MeOH, -78 deg C, 2.) AcOH, H₂O, 22 deg C, 3 h

3: NaO-t-Am / toluene / 8 h / 110 °C

4: SeO₂, tert-butylhydroperoxide / CH₂Cl₂ / 24 h / 22 °C

5: p-toluenesulsulfonic acid / CH₂Cl₂ / 24 h / 22 °C

6: 62 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 22 deg C, 14 h

7: 1.) methylene blue, 2.) Amberlite IR-120 / 1.) toluene, 140 deg C, 48 h, 2.) CH₂Cl₂, 22 deg C, 30 min

8: 93 percent / tetrahydrofuran / -78 °C

9: LiAlH₄ / 1,2-dimethoxy-ethane / 10 h / Heating

With chromium(VI) oxide; tert.-butylhydroperoxide; sodium periodate; lithium aluminium tetrahydride; selenium(IV) oxide; Amberlite IR-120; methylene blue; sodium tert-pentoxide; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; toluene;
DOI:10.1021/ja00368a044

Reference yield:

: 80502-15-4
((1R,2R)-2-tert-Butoxy-1-methyl-5-methylene-cyclopentyl)-acetic acid

: 80502-19-8
(R)-4-((1R,3R,5R)-5-tert-Butoxy-3-hydroxy-1-methyl-2-methylene-cyclopentyl)-4-hydroxymethyl-1-methyl-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 6 steps

1: SeO₂, tert-butylhydroperoxide / CH₂Cl₂ / 24 h / 22 °C

2: p-toluenesulsulfonic acid / CH₂Cl₂ / 24 h / 22 °C

3: 62 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 22 deg C, 14 h

4: 1.) methylene blue, 2.) Amberlite IR-120 / 1.) toluene, 140 deg C, 48 h, 2.) CH₂Cl₂, 22 deg C, 30 min

5: 93 percent / tetrahydrofuran / -78 °C

6: LiAlH₄ / 1,2-dimethoxy-ethane / 10 h / Heating

With tert.-butylhydroperoxide; lithium aluminium tetrahydride; selenium(IV) oxide; Amberlite IR-120; methylene blue; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/ja00368a044