(2S,3R,5R)-3-((tert-butyldimethylsilyl)oxy)-2-(2-((1R,6S)-6-hydroxy-1-methylcyclohex-2-en-1-yl)ethyl)-5-isopropyl-2-methylcyclopentanone

Base Information

Chemical Name:(2S,3R,5R)-3-((tert-butyldimethylsilyl)oxy)-2-(2-((1R,6S)-6-hydroxy-1-methylcyclohex-2-en-1-yl)ethyl)-5-isopropyl-2-methylcyclopentanone
CAS No.:1377419-08-3
Molecular Formula:C₂₄H₄₄O₃Si
Molecular Weight:408.697
Hs Code.:

Synonyms:(2S,3R,5R)-3-((tert-butyldimethylsilyl)oxy)-2-(2-((1R,6S)-6-hydroxy-1-methylcyclohex-2-en-1-yl)ethyl)-5-isopropyl-2-methylcyclopentanone

Suppliers and Price of (2S,3R,5R)-3-((tert-butyldimethylsilyl)oxy)-2-(2-((1R,6S)-6-hydroxy-1-methylcyclohex-2-en-1-yl)ethyl)-5-isopropyl-2-methylcyclopentanone

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 (2S,3R,5R)-3-((tert-butyldimethylsilyl)oxy)-2-(2-((1R,6S)-6-hydroxy-1-methylcyclohex-2-en-1-yl)ethyl)-5-isopropyl-2-methylcyclopentanone

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3R,5R)-3-((tert-butyldimethylsilyl)oxy)-2-(2-((1R,6S)-6-hydroxy-1-methylcyclohex-2-en-1-yl)ethyl)-5-isopropyl-2-methylcyclopentanone

There total 13 articles about (2S,3R,5R)-3-((tert-butyldimethylsilyl)oxy)-2-(2-((1R,6S)-6-hydroxy-1-methylcyclohex-2-en-1-yl)ethyl)-5-isopropyl-2-methylcyclopentanone 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: 86.0%

: 1377418-96-6
(R)-2-(2-((1S,3R,5R)-5-((tert-butyldimethylsilyl)oxy)-3-isopropyl-1-methyl-2-oxocyclopentyl)ethyl)-2-methylcyclohex-3-enone

: 1377419-08-3
(2S,3R,5R)-3-((tert-butyldimethylsilyl)oxy)-2-(2-((1R,6S)-6-hydroxy-1-methylcyclohex-2-en-1-yl)ethyl)-5-isopropyl-2-methylcyclopentanone

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1002/anie.201200515

Reference yield:

: (3S,5R)-5-((tert-butyldimethylsilyl)oxy)-3-isopropyl-6-oxoheptanal

: 1377419-08-3
(2S,3R,5R)-3-((tert-butyldimethylsilyl)oxy)-2-(2-((1R,6S)-6-hydroxy-1-methylcyclohex-2-en-1-yl)ethyl)-5-isopropyl-2-methylcyclopentanone

Guidance literature:: Multi-step reaction with 11 steps

1.1: piperidine; acetic acid / diethyl ether / 20 h / 70 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 0.25 h / 0 °C

3.1: mercury(II) diacetate / 24 h / 60 °C / Inert atmosphere

4.1: toluene / 16 h / 173 °C / Inert atmosphere

5.1: L-proline / dichloromethane / 3 h / 20 °C / Inert atmosphere

6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium iodide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

6.2: 14 h / 80 °C / Inert atmosphere

7.1: ozone / dichloromethane / -78 °C

7.2: 0.5 h / -78 - 20 °C

8.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 0.33 h / -78 °C / Inert atmosphere

9.1: pyridine; dmap / 5 h / 20 °C / Inert atmosphere

10.1: lithium carbonate; lithium bromide / N,N-dimethyl-formamide / 1 h / 140 °C / Inert atmosphere

11.1: sodium tetrahydroborate / methanol / 0.33 h / 0 °C / Inert atmosphere

With piperidine; pyridine; dmap; sodium tetrahydroborate; cerium(III) chloride heptahydrate; mercury(II) diacetate; lithium carbonate; ozone; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; L-proline; lithium bromide; lithium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 4.1: Claisen rearrangement / 5.1: Knoevenagel condensation / 6.1: Heck reaction / 6.2: Heck reaction / 8.1: Luche reduction;
DOI:10.1002/anie.201200515

Reference yield:

: (3R,5R)-3-(tert-butyldimethylsilyloxy)-5-isopropyl-2-methylcyclopent-1-enecarbaldehyde

: 1377419-08-3
(2S,3R,5R)-3-((tert-butyldimethylsilyl)oxy)-2-(2-((1R,6S)-6-hydroxy-1-methylcyclohex-2-en-1-yl)ethyl)-5-isopropyl-2-methylcyclopentanone

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium tetrahydroborate / methanol / 0.25 h / 0 °C

2.1: mercury(II) diacetate / 24 h / 60 °C / Inert atmosphere

3.1: toluene / 16 h / 173 °C / Inert atmosphere

4.1: L-proline / dichloromethane / 3 h / 20 °C / Inert atmosphere

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium iodide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

5.2: 14 h / 80 °C / Inert atmosphere

6.1: ozone / dichloromethane / -78 °C

6.2: 0.5 h / -78 - 20 °C

7.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 0.33 h / -78 °C / Inert atmosphere

8.1: pyridine; dmap / 5 h / 20 °C / Inert atmosphere

9.1: lithium carbonate; lithium bromide / N,N-dimethyl-formamide / 1 h / 140 °C / Inert atmosphere

10.1: sodium tetrahydroborate / methanol / 0.33 h / 0 °C / Inert atmosphere

With pyridine; dmap; sodium tetrahydroborate; cerium(III) chloride heptahydrate; mercury(II) diacetate; lithium carbonate; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; L-proline; lithium bromide; lithium iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 3.1: Claisen rearrangement / 4.1: Knoevenagel condensation / 5.1: Heck reaction / 5.2: Heck reaction / 7.1: Luche reduction;
DOI:10.1002/anie.201200515