(1R,4S,7S,1'R,2'R,5'R)-7-<<2'-<1''-<(benzyloxy)methyl>ethenyl>-5'-methylcyclopentyl>methyl>-7-(methoxymethyl)bicyclo<2.2.1>hept-5-en-2-one

Base Information

Chemical Name:(1R,4S,7S,1'R,2'R,5'R)-7-<<2'-<1''-<(benzyloxy)methyl>ethenyl>-5'-methylcyclopentyl>methyl>-7-(methoxymethyl)bicyclo<2.2.1>hept-5-en-2-one
CAS No.:133349-42-5
Molecular Formula:C₂₆H₃₄O₃
Molecular Weight:394.554
Hs Code.:

Synonyms:(1R,4S,7S,1'R,2'R,5'R)-7-<<2'-<1''-<(benzyloxy)methyl>ethenyl>-5'-methylcyclopentyl>methyl>-7-(methoxymethyl)bicyclo<2.2.1>hept-5-en-2-one

Suppliers and Price of (1R,4S,7S,1'R,2'R,5'R)-7-<<2'-<1''-<(benzyloxy)methyl>ethenyl>-5'-methylcyclopentyl>methyl>-7-(methoxymethyl)bicyclo<2.2.1>hept-5-en-2-one

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 (1R,4S,7S,1'R,2'R,5'R)-7-<<2'-<1''-<(benzyloxy)methyl>ethenyl>-5'-methylcyclopentyl>methyl>-7-(methoxymethyl)bicyclo<2.2.1>hept-5-en-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R,4S,7S,1'R,2'R,5'R)-7-<<2'-<1''-<(benzyloxy)methyl>ethenyl>-5'-methylcyclopentyl>methyl>-7-(methoxymethyl)bicyclo<2.2.1>hept-5-en-2-one

There total 10 articles about (1R,4S,7S,1'R,2'R,5'R)-7-<<2'-<1''-<(benzyloxy)methyl>ethenyl>-5'-methylcyclopentyl>methyl>-7-(methoxymethyl)bicyclo<2.2.1>hept-5-en-2-one 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: 81.0%

: 100-39-0
benzyl bromide

: 133349-41-4
(1R,4S,7S,1'R,2'R,5'R)-7-<<2'-<1''-(hydroxymethyl)ethenyl>-5'-methylcyclopentyl>methyl>-7-(methoxymethyl)bicyclo<2.2.1>hept-5-en-2-one

: 133349-42-5
(1R,4S,7S,1'R,2'R,5'R)-7-<<2'-<1''-<(benzyloxy)methyl>ethenyl>-5'-methylcyclopentyl>methyl>-7-(methoxymethyl)bicyclo<2.2.1>hept-5-en-2-one

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 5h; Ambient temperature;
DOI:10.1021/jo00011a027

Reference yield:

: 133442-09-8
(1R,2R,5R)-(2-isopropenyl-5-methylcyclopentyl)methanol

: 133349-42-5
(1R,4S,7S,1'R,2'R,5'R)-7-<<2'-<1''-<(benzyloxy)methyl>ethenyl>-5'-methylcyclopentyl>methyl>-7-(methoxymethyl)bicyclo<2.2.1>hept-5-en-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: pyridine / 72 h / 4 °C

2: LiI / dimethylformamide / 1) 1 h and 10 min, 0 deg C, 2) 75 deg C, 7 h, 3) RT, overnight

3: 1) LDA / 1) THF, hexane, -78 deg C, 75 min, 2) HMPT, RT, 16 h

4: 87 percent / Red-Al / toluene / Heating

5: 96 percent / NaH / tetrahydrofuran / Ambient temperature

6: 81 percent / aq. AcOH / 100 °C

7: NaHCO₃, m-CPBA / CH₂Cl₂; diethyl ether / Ambient temperature

8: C₆H₁₁N(i-Pr)Li / hexane; diethyl ether / 6.25 h / Ambient temperature

9: 81 percent / NaH / dimethylformamide / 5 h / Ambient temperature

With pyridine; C₆H₁₁N(i-Pr)Li; sodium hydride; sodium hydrogencarbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium iodide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00011a027

Reference yield:

: 73178-96-8,101977-49-5,128301-50-8,133442-07-6,133442-08-7,133442-13-4,133442-16-7
C₁₁H₁₄O₄

: 133349-42-5
(1R,4S,7S,1'R,2'R,5'R)-7-<<2'-<1''-<(benzyloxy)methyl>ethenyl>-5'-methylcyclopentyl>methyl>-7-(methoxymethyl)bicyclo<2.2.1>hept-5-en-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 1) LDA / 1) THF, hexane, -78 deg C, 75 min, 2) HMPT, RT, 16 h

2: 87 percent / Red-Al / toluene / Heating

3: 96 percent / NaH / tetrahydrofuran / Ambient temperature

4: 81 percent / aq. AcOH / 100 °C

5: NaHCO₃, m-CPBA / CH₂Cl₂; diethyl ether / Ambient temperature

6: C₆H₁₁N(i-Pr)Li / hexane; diethyl ether / 6.25 h / Ambient temperature

7: 81 percent / NaH / dimethylformamide / 5 h / Ambient temperature

With C₆H₁₁N(i-Pr)Li; sodium hydride; sodium hydrogencarbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00011a027