(2S,4aα)-2β,5,5,8aβ-Tetramethyl-2-vinyloctahydro-2H-1-benzopyran

Base Information

• Chemical Name: (2S,4aα)-2β,5,5,8aβ-Tetramethyl-2-vinyloctahydro-2H-1-benzopyran
• CAS No.: 20303-73-5
• Molecular Weight: 0
• Mol file: 20303-73-5.mol

Synonyms:(-)-Caparrapi oxide;(2S,4aα)-2β,5,5,8aβ-Tetramethyl-2-ethenyloctahydro-2H-1-benzopyran;(2S,4aα)-2β,5,5,8aβ-Tetramethyl-2-vinyloctahydro-2H-1-benzopyran;(4aα,8aβ)-2α-Ethenyloctahydro-2,5,5,8a-tetramethyl-2H-1-benzopyran;(2R,4aβ)-2β-Vinyl-2,5,5,8aα-tetramethyl-octahydro-2H-1-benzopyran;(4aβ)-2α,5,5,8aα-Tetramethyl-2-vinyloctahydro-2H-1-benzopyran

Chemical Property of (2S,4aα)-2β,5,5,8aβ-Tetramethyl-2-vinyloctahydro-2H-1-benzopyran

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4aα)-2β,5,5,8aβ-Tetramethyl-2-vinyloctahydro-2H-1-benzopyran

There total 18 articles about (2S,4aα)-2β,5,5,8aβ-Tetramethyl-2-vinyloctahydro-2H-1-benzopyran 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: 14.0%

(+/-)-nerolidol (7212-44-4) → (+/-)-8-epicaparrapi oxide (20303-73-5,57345-36-5,57345-37-6,60134-33-0,60134-34-1,62107-46-4,70560-76-8,98717-34-1) + 1,2,6,10-tetramethyltricyclo<5.3.1.02,6>undec-9-ene (140848-11-9) + 1,3,7,8-tetramethyltricyclo<5.4.0.04,8>undec-2-ene

Guidance literature:

With fluorosulphonic acid; In dichloromethane; at -115 ℃;

DOI:10.1021/jo00085a044

Reference yield:

(E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol (40716-66-3) → (+/-)-caparrapi oxide (20303-73-5,57345-36-5,57345-37-6,60134-33-0,60134-34-1,62107-46-4,70560-76-8,98717-34-1) + (+/-)-8-epicaparrapi oxide (20303-73-5,57345-36-5,57345-37-6,60134-33-0,60134-34-1,62107-46-4,70560-76-8,98717-34-1)

Guidance literature:

With (R)-3-(2-FC₆H₄CH₂O)-2'-(4-MeOC₆H₄CH₂)-[1,1']binaphthyl-2-ol; tin(IV) chloride; 2-methoxy-phenol; In dichloromethane; at -78 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1016/j.bmc.2005.04.029

Reference yield:

(E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol (40716-66-3) → (+/-)-caparrapi oxide (20303-73-5,57345-36-5,57345-37-6,60134-33-0,60134-34-1,62107-46-4,70560-76-8,98717-34-1) + (+/-)-8-epicaparrapi oxide (20303-73-5,57345-36-5,57345-37-6,60134-33-0,60134-34-1,62107-46-4,70560-76-8,98717-34-1)

Guidance literature:

With (R)-3-(2-FC₆H₄CH₂O)-2'-(4-MeOC₆H₄CH₂)-[1,1']binaphthyl-2-ol; tin(IV) chloride; 2-methoxy-phenol; In dichloromethane; at -78 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1016/j.bmc.2005.04.029

upstream raw materials:

(2S,4aS,8aS)-2-(1,2-Dibromo-ethyl)-2,5,5,8a-tetramethyl-octahydro-chromene

(4aR,6R)-2,5,5,8a-Tetramethyl-6-phenylselanyl-2-vinyl-octahydro-chromene

3β-phenylselenocaparrapi oxide

(E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol

Downstream raw materials:

(+/-)-caparrapi oxide