Isovellerdiol

Base Information

Chemical Name:Isovellerdiol
CAS No.:37841-93-3
Molecular Formula:C15H24O2
Molecular Weight:236.35
Hs Code.:
UNII:5O5QI8761S
Nikkaji Number:J221.366D
Mol file:37841-93-3.mol

Synonyms:Isovellerdiol;Isovellerdiol, (-)-;UNII-5O5QI8761S;5O5QI8761S;37841-93-3;Cycloprop(E)indene-1a,2(1H)-dimethanol, 3a,4,5,6,6a,6b-hexahydro-5,5,6b-trimethyl-, (1aS,3aS,6aS,6bR)-;Cycloprop(E)indene-1a,2(1H)-dimethanol, 3a,4,5,6,6a,6b-hexahydro-5,5,6b-trimethyl-, (1as-(1aalpha,3abeta,6abeta,6balpha))-;Cycloprop[e]indene-1a,2(1H)-dimethanol, 3a,4,5,6,6a,6b-hexahydro-5,5,6b-trimethyl-, (1a.alpha.,3a.beta.,6a.beta.,6b.alpha.)-(-)-;Q27262628;(1aalpha,3abeta,6abeta,6balpha)-3a,4,5,6,6a,6b-Hexahydro-5,5,6b-trimethylcycloprop[e]indene-1a,2(1H)-dimethanol;CYCLOPROP(E)INDENE-1A,2(1H)-DIMETHANOL, 3A,4,5,6,6A,6B-HEXAHYDRO-5,5,6B-TRIMETHYL-, (1AS-(1A.ALPHA.,3A.BETA.,6A.BETA.,6B.ALPHA.))-

Suppliers and Price of Isovellerdiol

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 3 raw suppliers

Chemical Property of Isovellerdiol

Chemical Property:

PSA：40.46000
LogP:2.35980
XLogP3:2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:236.177630004
Heavy Atom Count:17
Complexity:384

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(CC2C=C(C3(CC3(C2C1)C)CO)CO)C
Isomeric SMILES:C[C@]12C[C@]1(C(=C[C@H]3[C@@H]2CC(C3)(C)C)CO)CO

Technology Process of Isovellerdiol

There total 9 articles about Isovellerdiol 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:

: 336101-96-3
(1aS,3aS,8aS,8bR)-7,7,8b-trimethyl-5a,6,7,8,8a,8b-hexadrocyclopropa[e]indeno[5,6-c]furan-4(1H)-one

: 37841-93-3
((1aS,3aS,6aS,6bR)-2-(hydroxymethyl)-5,5,6b-trimethyl-3a,4,5,6,6a,6b-hexadrocyclopropa[e]inden-1a(1H)-yl)methanol

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; hexane; at -78 - 20 ℃;
DOI:10.1021/jo0015568

Reference yield:

: (+)-(1S,8aS)-1,2,3,4,6,7,8,8a-octahydro-3,3,8a-trimethyl-1-naphthalenol

: 37841-93-3
((1aS,3aS,6aS,6bR)-2-(hydroxymethyl)-5,5,6b-trimethyl-3a,4,5,6,6a,6b-hexadrocyclopropa[e]inden-1a(1H)-yl)methanol

Guidance literature:: Multi-step reaction with 11 steps

1.1: 78 percent / CrO₃*pyridine / CH₂Cl₂ / 40 h / 20 °C

2.1: 83 percent / diisopropylamine; BuLi; HMPA / tetrahydrofuran; hexane / 1.3 h / -20 °C

3.1: Li; t-BuOH / tetrahydrofuran; aq. NH₃ / -78 °C

4.1: aq. HF / acetonitrile; methanol / 3 h / 20 °C

4.2: 0.263 g / pyridine / 2 h / 20 °C

5.1: 45 percent / HMDS / CH₂Cl₂ / 1.5 h / 20 °C

6.1: 0.247 g / MgI₂; HMDS / toluene / 2 h / 20 °C

7.1: RhCl₃*H₂O; K₂CO₃ / ethanol / 2 h / 60 °C

8.1: 94 percent / KHMDS / tetrahydrofuran; toluene / 1 h / -78 °C

9.1: O₃ / CH₂Cl₂ / -78 °C

9.2: 35 percent / DIBALH / CH₂Cl₂

10.1: 85 percent / Pd(OAc)2; PPh₃; Et₃N / methanol; dimethylformamide / 3.5 h

11.1: 5.6 mg / DIBAL-H / diethyl ether; hexane / -78 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; palladium diacetate; rhodium(III) chloride; n-butyllithium; chromium trioxide-pyridine complex; hydrogen fluoride; lithium; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; diisopropylamine; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; magnesium iodide; tert-butyl alcohol; In tetrahydrofuran; methanol; ammonium hydroxide; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo0015568

Reference yield:

: 336102-07-9
(4aS,5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-4a,7,7-trimethyl-4,4,a,5,6,7,8-hexahydro-2(3H)-naphthalenone

: 37841-93-3
((1aS,3aS,6aS,6bR)-2-(hydroxymethyl)-5,5,6b-trimethyl-3a,4,5,6,6a,6b-hexadrocyclopropa[e]inden-1a(1H)-yl)methanol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 83 percent / diisopropylamine; BuLi; HMPA / tetrahydrofuran; hexane / 1.3 h / -20 °C

2.1: Li; t-BuOH / tetrahydrofuran; aq. NH₃ / -78 °C

3.1: aq. HF / acetonitrile; methanol / 3 h / 20 °C

3.2: 0.263 g / pyridine / 2 h / 20 °C

4.1: 45 percent / HMDS / CH₂Cl₂ / 1.5 h / 20 °C

5.1: 0.247 g / MgI₂; HMDS / toluene / 2 h / 20 °C

6.1: RhCl₃*H₂O; K₂CO₃ / ethanol / 2 h / 60 °C

7.1: 94 percent / KHMDS / tetrahydrofuran; toluene / 1 h / -78 °C

8.1: O₃ / CH₂Cl₂ / -78 °C

8.2: 35 percent / DIBALH / CH₂Cl₂

9.1: 85 percent / Pd(OAc)2; PPh₃; Et₃N / methanol; dimethylformamide / 3.5 h

10.1: 5.6 mg / DIBAL-H / diethyl ether; hexane / -78 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; palladium diacetate; rhodium(III) chloride; n-butyllithium; hydrogen fluoride; lithium; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; diisopropylamine; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; magnesium iodide; tert-butyl alcohol; In tetrahydrofuran; methanol; ammonium hydroxide; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo0015568