(1β,3aα,9aβ)-(+/-)-decahydro-1,8,8-trimethyl-3a-<<2-(trimethylsilyl)ethoxy>methoxy>-6-(phenylmethoxy)-3aH-cyclopentacyclooctane

Base Information

• Chemical Name: (1β,3aα,9aβ)-(+/-)-decahydro-1,8,8-trimethyl-3a-<<2-(trimethylsilyl)ethoxy>methoxy>-6-(phenylmethoxy)-3aH-cyclopentacyclooctane
• CAS No.: 104070-44-2
• Molecular Formula: C₂₇H₄₆O₃Si
• Molecular Weight: 446.746

Synonyms:(1β,3aα,9aβ)-(+/-)-decahydro-1,8,8-trimethyl-3a-<<2-(trimethylsilyl)ethoxy>methoxy>-6-(phenylmethoxy)-3aH-cyclopentacyclooctane

Chemical Property of (1β,3aα,9aβ)-(+/-)-decahydro-1,8,8-trimethyl-3a-<<2-(trimethylsilyl)ethoxy>methoxy>-6-(phenylmethoxy)-3aH-cyclopentacyclooctane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1β,3aα,9aβ)-(+/-)-decahydro-1,8,8-trimethyl-3a-<<2-(trimethylsilyl)ethoxy>methoxy>-6-(phenylmethoxy)-3aH-cyclopentacyclooctane

There total 25 articles about (1β,3aα,9aβ)-(+/-)-decahydro-1,8,8-trimethyl-3a-<<2-(trimethylsilyl)ethoxy>methoxy>-6-(phenylmethoxy)-3aH-cyclopentacyclooctane 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:

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) + (1β,3aα,9aβ)-(+/-)-decahydro-1,8,8-trimethyl-6-(phenylmethoxy)-3aH-cyclopentacyclooctan-3a-ol (104070-43-1) → (1β,3aα,9aβ)-(+/-)-decahydro-1,8,8-trimethyl-3a-<<2-(trimethylsilyl)ethoxy>methoxy>-6-(phenylmethoxy)-3aH-cyclopentacyclooctane (104070-44-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 50 ℃; for 24h; Yield given;

DOI:10.1021/ja00280a035

Reference yield:

3-methyl-2-oxo-cyclopentanecarboxylic acid methyl ester (57964-61-1) → (1β,3aα,9aβ)-(+/-)-decahydro-1,8,8-trimethyl-3a-<<2-(trimethylsilyl)ethoxy>methoxy>-6-(phenylmethoxy)-3aH-cyclopentacyclooctane (104070-44-2)

Guidance literature:

Multi-step reaction with 22 steps

1: NaBH₄ / methanol / 0 °C

2: H₂SO₄ / diethyl ether

3: KO-t-Bu / tetrahydrofuran

4: DIBAH / toluene / -78 °C

5: NaH / tetrahydrofuran / 0 °C

6: 1.) O₃; 2.) Me₂S / 1.) CH₂Cl₂, -78 deg C; 2.) reflux

7: NaOH / methanol / Heating

8: DIBAH / diethyl ether / -100 °C

9: Et₂Zn / toluene / 60 °C

10: PCC / CH₂Cl₂

11: tetrahydrofuran

12: 99 percent / BF₃*Et₂O / diethyl ether

13: tetrahydrofuran / 0.08 h / -30 °C

14: hexane / 4 h / 50 °C

15: diethyl ether / -78 °C

16: PCC / CH₂Cl₂

17: Me₂S / diethyl ether

18: DIBAH / diethyl ether / -78 °C

19: 1.) KH / 1.) THF; 2.) THF

20: MCPBA / CHCl₃

21: LiEt₃BH / tetrahydrofuran

22: i-Pr₂NEt / tetrahydrofuran / 50 °C

With sodium hydroxide; sodium tetrahydroborate; dimethylsulfide; boron trifluoride diethyl etherate; potassium tert-butylate; diethylzinc; potassium hydride; sodium hydride; diisobutylaluminium hydride; lithium triethylborohydride; ozone; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; sulfuric acid; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; chloroform; toluene;

DOI:10.1021/ja00325a032

Reference yield:

2-Hydroxy-3-methyl-cyclopentanecarboxylic acid methyl ester (170422-96-5) → (1β,3aα,9aβ)-(+/-)-decahydro-1,8,8-trimethyl-3a-<<2-(trimethylsilyl)ethoxy>methoxy>-6-(phenylmethoxy)-3aH-cyclopentacyclooctane (104070-44-2)

Guidance literature:

Multi-step reaction with 21 steps

1: H₂SO₄ / diethyl ether

2: KO-t-Bu / tetrahydrofuran

3: DIBAH / toluene / -78 °C

4: NaH / tetrahydrofuran / 0 °C

5: 1.) O₃; 2.) Me₂S / 1.) CH₂Cl₂, -78 deg C; 2.) reflux

6: NaOH / methanol / Heating

7: DIBAH / diethyl ether / -100 °C

8: Et₂Zn / toluene / 60 °C

9: PCC / CH₂Cl₂

10: tetrahydrofuran

11: 99 percent / BF₃*Et₂O / diethyl ether

12: tetrahydrofuran / 0.08 h / -30 °C

13: hexane / 4 h / 50 °C

14: diethyl ether / -78 °C

15: PCC / CH₂Cl₂

16: Me₂S / diethyl ether

17: DIBAH / diethyl ether / -78 °C

18: 1.) KH / 1.) THF; 2.) THF

19: MCPBA / CHCl₃

20: LiEt₃BH / tetrahydrofuran

21: i-Pr₂NEt / tetrahydrofuran / 50 °C

With sodium hydroxide; dimethylsulfide; boron trifluoride diethyl etherate; potassium tert-butylate; diethylzinc; potassium hydride; sodium hydride; diisobutylaluminium hydride; lithium triethylborohydride; ozone; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; sulfuric acid; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; chloroform; toluene;

DOI:10.1021/ja00325a032

upstream raw materials:

(2-trimethylethylsilylethoxy)methyl chloride

(1β,3aα,9aβ)-(+/-)-decahydro-1,8,8-trimethyl-6-(phenylmethoxy)-3aH-cyclopentacyclooctan-3a-ol

3-methyl-2-oxo-cyclopentanecarboxylic acid methyl ester

(1β,2β,5β)-(+/-)-5-ethenyl-2-methylbicyclo<3.2.0>heptan-2-one

Downstream raw materials:

(+/-)-Dactylol

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