(3aR,7aS)-5-Bromo-2,2-dimethyl-4-vinyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole

Base Information

Chemical Name:(3aR,7aS)-5-Bromo-2,2-dimethyl-4-vinyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole
CAS No.:172484-98-9
Molecular Formula:C₁₁H₁₅BrO₂
Molecular Weight:259.143
Hs Code.:

Synonyms:(3aR,7aS)-5-Bromo-2,2-dimethyl-4-vinyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole

Suppliers and Price of (3aR,7aS)-5-Bromo-2,2-dimethyl-4-vinyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole

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 (3aR,7aS)-5-Bromo-2,2-dimethyl-4-vinyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3aR,7aS)-5-Bromo-2,2-dimethyl-4-vinyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole

There total 1 articles about (3aR,7aS)-5-Bromo-2,2-dimethyl-4-vinyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole 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: 38.0%

: 27584-70-9
4-oxazolin-2-one

: 207789-04-6
(3aS,7aR)-6-Bromo-7-(2-bromo-ethyl)-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

: 207789-05-7
3-[2-((3aR,7aS)-5-Bromo-2,2-dimethyl-3a,6,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl)-ethyl]-3H-oxazol-2-one

: 172484-98-9
(3aR,7aS)-5-Bromo-2,2-dimethyl-4-vinyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole

Guidance literature:: With sodium hydride; In dimethyl sulfoxide; Yields of byproduct given; 1.) r.t., 15 min, 2.) r.t., overnight;
DOI:10.1055/s-1998-5931

Reference yield:

: 172484-98-9
(3aR,7aS)-5-Bromo-2,2-dimethyl-4-vinyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole

: 207789-10-4
(7S,8S,10bR)-7-(2-Bromo-6-methoxy-phenoxy)-8-hydroxy-1,5,6,7,8,9,10,10b-octahydro-oxazolo[4,3-a]isoquinolin-3-one

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) 9-BBN, 2.) aq. NaOH, H₂O₂ / 1.) THF, r.t., 20 h, 2.) EtOH, 0 deg C, 30 min

2: 95 percent / i-Pr₂NEt / CH₂Cl₂ / 0.5 h / 0 - 20 °C

3: 60 percent / NaH / dimethylsulfoxide / Ambient temperature

4: 56 percent / Bu₃SnH, AIBN / benzene / 1 h / Heating

5: 94 percent / Dowex 50X₈-100 strongly acid resin / methanol; H₂O / Ambient temperature

6: 85.5 percent / i-PrNEt / CH₂Cl₂ / 4 h / -78 °C

7: 94 percent / DEAD, Bu₃P / tetrahydrofuran / 1.5 h / 0 °C

8: aq. TBAF, silica / tetrahydrofuran / 3.5 h / Ambient temperature

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; 2,2'-azobis(isobutyronitrile); tributylphosphine; Dowex 50X₈-100 strongly acid resin; i-PrNEt; tetrabutyl ammonium fluoride; dihydrogen peroxide; tri-n-butyl-tin hydride; silica gel; sodium hydride; N-ethyl-N,N-diisopropylamine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; benzene;
DOI:10.1055/s-1998-5931

Reference yield:

: 172484-98-9
(3aR,7aS)-5-Bromo-2,2-dimethyl-4-vinyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole

: [(1R,5S,6S)-5-(2-Bromo-6-methoxy-phenoxy)-6-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1,2,3,4,5,6,7,8-octahydro-isoquinolin-1-yl]-methanol

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) 9-BBN, 2.) aq. NaOH, H₂O₂ / 1.) THF, r.t., 20 h, 2.) EtOH, 0 deg C, 30 min

2: 95 percent / i-Pr₂NEt / CH₂Cl₂ / 0.5 h / 0 - 20 °C

3: 60 percent / NaH / dimethylsulfoxide / Ambient temperature

4: 56 percent / Bu₃SnH, AIBN / benzene / 1 h / Heating

5: 94 percent / Dowex 50X₈-100 strongly acid resin / methanol; H₂O / Ambient temperature

6: 85.5 percent / i-PrNEt / CH₂Cl₂ / 4 h / -78 °C

7: 94 percent / DEAD, Bu₃P / tetrahydrofuran / 1.5 h / 0 °C

8: DIBAL-H / CH₂Cl₂

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; 2,2'-azobis(isobutyronitrile); tributylphosphine; Dowex 50X₈-100 strongly acid resin; i-PrNEt; dihydrogen peroxide; tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; benzene;
DOI:10.1055/s-1998-5931