tert-Butyl-((R)-5-furan-3-ylmethyl-4-isopropyl-7-oxa-bicyclo[4.1.0]hept-1-ylmethoxy)-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-((R)-5-furan-3-ylmethyl-4-isopropyl-7-oxa-bicyclo[4.1.0]hept-1-ylmethoxy)-dimethyl-silane
• CAS No.: 132042-16-1
• Molecular Formula: C₂₁H₃₆O₃Si
• Molecular Weight: 364.601
• Mol file: 132042-16-1.mol

Synonyms:tert-Butyl-((R)-5-furan-3-ylmethyl-4-isopropyl-7-oxa-bicyclo[4.1.0]hept-1-ylmethoxy)-dimethyl-silane

Chemical Property of tert-Butyl-((R)-5-furan-3-ylmethyl-4-isopropyl-7-oxa-bicyclo[4.1.0]hept-1-ylmethoxy)-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-((R)-5-furan-3-ylmethyl-4-isopropyl-7-oxa-bicyclo[4.1.0]hept-1-ylmethoxy)-dimethyl-silane

There total 1 articles about tert-Butyl-((R)-5-furan-3-ylmethyl-4-isopropyl-7-oxa-bicyclo[4.1.0]hept-1-ylmethoxy)-dimethyl-silane 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:

(1R,5S)-(+)-nopinone (38651-65-9) → tert-Butyl-((R)-5-furan-3-ylmethyl-4-isopropyl-7-oxa-bicyclo[4.1.0]hept-1-ylmethoxy)-dimethyl-silane (132042-16-1)

Guidance literature:

Multi-step reaction with 10 steps

1: 68 percent / BF₃*Et₂O, Zn(OAc)2 / 30 h / Ambient temperature

2: 95 percent / toluene / 500 °C

3: 93 percent / H₂, (Ph₃P)3RhCl / benzene

4: 91 percent / MeLi, HMPA / diethyl ether / 4 h / -78 - 0 °C

5: 80 percent / Pd(OAc)2 / acetonitrile / 7 h / Ambient temperature

6: 100 percent / BuLi, TMEDA / tetrahydrofuran

7: 1.) MeI, 2.) t-BuOK / 1.) acetone, RT, 2.) THF, RT, 4 h

8: 70 percent / CuCN / tetrahydrofuran / 5 h / -78 - -5 °C

9: t-BuOOH, VO(acac)2 / toluene / 3 h / 0 °C

10: imidazole / dimethylformamide

With 1H-imidazole; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; palladium diacetate; Wilkinson's catalyst; n-butyllithium; bis(acetylacetonate)oxovanadium; N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; potassium tert-butylate; zinc diacetate; methyllithium; hydrogen; methyl iodide; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;

DOI:10.1039/c39900001706

Reference yield:

tert-Butyl-((R)-5-furan-3-ylmethyl-4-isopropyl-7-oxa-bicyclo[4.1.0]hept-1-ylmethoxy)-dimethyl-silane (132042-16-1) → (R)-3-Furan-3-ylmethyl-1-hydroxymethyl-4-isopropyl-2-phenylselanyl-cyclohexanol (132042-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / ethanol / 7 h / Heating

2: Bu₄NF / tetrahydrofuran / Ambient temperature

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; In tetrahydrofuran; ethanol;

DOI:10.1039/c39900001706

Reference yield:

tert-Butyl-((R)-5-furan-3-ylmethyl-4-isopropyl-7-oxa-bicyclo[4.1.0]hept-1-ylmethoxy)-dimethyl-silane (132042-16-1) → noroxopenlanfuran (95653-79-5)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / ethanol / 7 h / Heating

2: Bu₄NF / tetrahydrofuran / Ambient temperature

3: 30 percent / NaIO₄ / tetrahydrofuran; H₂O / 3 h / 0 - 20 °C

With sodium tetrahydroborate; sodium periodate; tetrabutyl ammonium fluoride; In tetrahydrofuran; ethanol; water;

DOI:10.1039/c39900001706

upstream raw materials:

(1R,5S)-(+)-nopinone

Downstream raw materials:

(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3-furan-3-ylmethyl-4-isopropyl-2-phenylselanyl-cyclohexanol

noroxopenlanfuran

(R)-3-Furan-3-ylmethyl-1-hydroxymethyl-4-isopropyl-2-phenylselanyl-cyclohexanol

Refernces