9-Borabicyclo[3.3.1]nonane, 9-(2,6,6-trimethylbicyclo[3.1.1]hept-3-yl)-

Base Information

• Chemical Name: 9-Borabicyclo[3.3.1]nonane, 9-(2,6,6-trimethylbicyclo[3.1.1]hept-3-yl)-
• CAS No.: 73624-47-2
• Molecular Formula: C18H31B
• Molecular Weight: 258.25
• European Community (EC) Number: 628-209-8
• Mol file: 73624-47-2.mol

Synonyms:B-isopinocampheyl-9-borabicyclo[3.3.1]nonane;9-Borabicyclo[3.3.1]nonane, 9-(2,6,6-trimethylbicyclo[3.1.1]hept-3-yl)-;42371-63-1;CS-0455376;9-(pinan-3-yl)-9-borabicyclo[3.3.1]nonane;9-(2,6,6-Trimethylbicyclo[3.1.1]hept-3-yl)-9-borabicyclo[3.3.1]nonane #;9-(2,6,6-Trimethylbicyclo[3.1.1]Heptan-3-yl)-9-borabicyclo[3.3.1]Nonane

Chemical Property of 9-Borabicyclo[3.3.1]nonane, 9-(2,6,6-trimethylbicyclo[3.1.1]hept-3-yl)-

Chemical Property:

• Vapor Pressure: 0.00022mmHg at 25°C
• Refractive Index: 1.495
• Boiling Point: 336.3 °C at 760 mmHg
• Flash Point: 157.2 °C
• PSA: 0.00000
• Density: 0.896 g/cm³
• LogP: 5.66170
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 258.2518812
• Heavy Atom Count: 19
• Complexity: 339

Purity/Quality:

98%,99%, ^*data from raw suppliers

R-Alpine-Borane? 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-19-22-36/37/38-17-40-36/37
• Safety Statements: 16-26-27-36/37/39-24-6-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(C2CCCC1CCC2)C3CC4CC(C3C)C4(C)C
• Uses: R-Alpine-Borane? solution may be used to prepare:(R)-5-(Benzyloxy)pent-3-y-2-ol, an intermediate for the stereoselective total synthesis of (-)-stagonolide D.(R)-1-(p-Tolyl)-1-pentyn-3-ol, an intermediate for the enatioselective synthesis of (R)-incrustoporin.N-(tert-Butyloxycarbonyl)-(4S)-[4-2H]-1-L-homoserine tert-butyl ester, an intermediate for synthesizing (4S)-[4-2H]-L-homoserine.

Technology Process of 9-Borabicyclo[3.3.1]nonane, 9-(2,6,6-trimethylbicyclo[3.1.1]hept-3-yl)-

There total 5 articles about 9-Borabicyclo[3.3.1]nonane, 9-(2,6,6-trimethylbicyclo[3.1.1]hept-3-yl)- 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: 98.0%

(+)-α-pinene (7785-70-8,25766-18-1) → (R)-alpine borane (73624-47-2,76695-88-0,100347-98-6,64106-79-2)

Guidance literature:

In tetrahydrofuran; at 24 ℃; for 24h; Product distribution; other time; hydroboration of 2-organylapopinenes with 9-borabicyclo<3.3.1>nonane; effect of steric factors of alkyl substituent on the rate of hydroboration; conversion;

DOI:10.1021/jo9617169

Reference yield:

(cyclopentadienyl)Fe(CO)2COPh + HB(C8H14)(C10H17)(1-) + lithium triethylborohydride (22560-16-3) → (R)-alpine borane (73624-47-2,76695-88-0,100347-98-6,64106-79-2)

Guidance literature:

In not given; byproducts: 1-phenylethanol; treatment of metal carbonyl with borohydride, then addn. of acetophenone, 2 h at -78°C, IR- and NMR-monitoring; quenching with water;

DOI:10.1016/S0020-1693(00)88992-6

Reference yield:

(CO)5MnC(O)CH2OCH3 + HB(C8H14)(C10H17)(1-) + lithium triethylborohydride (22560-16-3) → (R)-alpine borane (73624-47-2,76695-88-0,100347-98-6,64106-79-2)

Guidance literature:

In not given; byproducts: 1-phenylethanol; treatment of metal carbonyl with borohydride, then addn. of acetophenone, 2 h at -78°C, IR- and NMR-monitoring; quenching with water;

DOI:10.1016/S0020-1693(00)88992-6

upstream raw materials:

(+)-α-pinene

lithium triethylborohydride

dimanganese decacarbonyl

Refernces