Bisabolol oxide A

Base Information

• Chemical Name: Bisabolol oxide A
• CAS No.: 22567-36-8
• Molecular Formula: C15H26 O2
• Molecular Weight: 238.37
• Hs Code.: 2932999099
• European Community (EC) Number: 245-086-2
• UNII: 16AE65F94Y
• DSSTox Substance ID: DTXSID20891412
• Metabolomics Workbench ID: 48098
• Nikkaji Number: J16.290F
• RXCUI: 2043281
• Wikidata: Q27149760
• Mol file: 22567-36-8.mol

Synonyms:2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-tetrahydro-2H-pyran-3-ol;bisabololoxide A;BSBO cpd

Chemical Property of Bisabolol oxide A

Chemical Property:

• Boiling Point: 327.7 ºC at 760 mmHg
• PKA: 14.51±0.60(Predicted)
• Flash Point: 125.9 ºC
• PSA: 29.46000
• Density: 0.982 g/cm³
• LogP: 3.44140
• Storage Temp.: ?20°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 238.193280068
• Heavy Atom Count: 17
• Complexity: 319

Purity/Quality:

99%, ^*data from raw suppliers

Bisabolol oxide A primary pharmaceutical reference standard ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CCC(CC1)C2(CCC(C(O2)(C)C)O)C
• Isomeric SMILES: CC1=CC[C@H](CC1)[C@@]2(CC[C@@H](C(O2)(C)C)O)C

Technology Process of Bisabolol oxide A

There total 1 articles about Bisabolol oxide A 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: 93.0%

α-bisabolol oxide A acetate → [3S-[3α,6α(R*)]]-tetrahydro-2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-2H-pyran-3-ol (22567-36-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 0.5h; Heating;

Reference yield:

[3S-[3α,6α(R*)]]-tetrahydro-2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-2H-pyran-3-ol (22567-36-8) → (S)-2,2,6-trimethyl-6-((S)-4-methylcyclohex-3-en-1-yl)dihydro-2H-pyran-3(4H)-one (22567-38-0)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; water; isopropyl alcohol; Yield given. Multistep reaction; 1.) 1 min, acetone;

Reference yield:

[3S-[3α,6α(R*)]]-tetrahydro-2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-2H-pyran-3-ol (22567-36-8) → (S)-2,2,6-Trimethyl-6-((S)-4-methyl-cyclohex-3-enyl)-tetrahydro-pyran-3-ol

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CrO₃, water, H₂SO₄, 2.) i-PrOH / 1.) 1 min, acetone

2: NaBH₄ / methanol / 1 h / Ambient temperature

With chromium(VI) oxide; sodium tetrahydroborate; sulfuric acid; water; isopropyl alcohol; In methanol;

Downstream raw materials:

(S)-2,2,6-trimethyl-6-((S)-4-methylcyclohex-3-en-1-yl)dihydro-2H-pyran-3(4H)-one

Refernces