CAS No.21947-87-5,Diisopinocampheylborane Suppliers

Products Categories

Pharmaceutical (22)
Organic Chemicals (13)
Others (6)
Catalyst and Auxiliary (2)
Reagent (1)

Basic Information

Molecular Structure:
CAS No.:	21947-87-5
Name:	Diisopinocampheylborane
Article Data:	18

Formula:	C₂₀H₃₅B
Molecular Weight:	286.309
Synonyms:	Borane,bis(2,6,6-trimethylbicyclo[3.1.1]hept-3-yl)-, [1S-[1a,2b,3a(1R,2S,3R,5R),5a]]-;Borane, di-3-pinanyl-, (+)-(8CI);(+)-Diisopinocampheylborane;d-Diisopinocampheylborane;
Boiling Point:	351.475oC at 760 mmHg
Flash Point:	166.367oC
PSA:	0.00000
LogP:	5.40410

Synthetic route

: 7785-26-4
(-)-α-pinene

: 21947-87-5
L-diisopinocampheylborane

Conditions

Conditions	Yield
With borane N-ethyl-N-isopropylaniline complex In 1,4-dioxane hydroboration;	99%
With dimethylsulfide borane complex In tetrahydrofuran at 20℃; Inert atmosphere;	73%
With sodium tetrahydroborate; boron trifluoride diethyl etherate

: 7785-26-4
(-)-α-pinene

: 13292-87-0
dimethylsulfide borane complex

: 21947-87-5
L-diisopinocampheylborane

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;	82%
In tetrahydrofuran at 0℃; for 0.5h;	60%
In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;	52%
In tetrahydrofuran
In tetrahydrofuran at 0℃;

: 13292-87-0
dimethylsulfide borane complex

: 127-91-3
(1R,5R)-(+)-β-pinene

: 21947-87-5
L-diisopinocampheylborane

Conditions

Conditions	Yield
In tetrahydrofuran pinene was slowly added to THF soln. of BMS at 0°C (N2); stirring for 2.5 h; evapn.;

: 14044-65-6
borane-THF

: 7785-26-4
(-)-α-pinene

: 21947-87-5
L-diisopinocampheylborane

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere; stereoselective reaction;

: 15095-61-1
1-benzyl-3-methyl-1H-imidazol-3-ium iodide

: 21947-87-5
L-diisopinocampheylborane

: (1-benzyl-3-methylimidazol-2-yl)di((1S,2R,3S,5S)-isopinocampheyl)borane

Conditions

Conditions	Yield
With potassium hexamethylsilazane In tetrahydrofuran at 25℃; Inert atmosphere; Schlenk technique;	83%

: 100-52-7
benzaldehyde

: 21947-87-5
L-diisopinocampheylborane

: 155818-57-8
3-phenyl-1-(tributylstannyl)-1,2-propadiene

: C6H5CH(OH)CH(C6H5)CHCHSn(C4H9)3

Conditions

Conditions	Yield
In diethyl ether Sn compd. in Et2O treated with B compd. at 0°C for 5 h, C6H5CHO added at -78°C, stirred at -78°C for 8 h; NaHCO3 and H2O2 added at 0°C; 94 % ee;	76%

...Expand

: 104-53-0
3-phenyl-propionaldehyde

: 21947-87-5
L-diisopinocampheylborane

: 155818-57-8
3-phenyl-1-(tributylstannyl)-1,2-propadiene

: C6H5(CH2)2CH(OH)CH(C6H5)CHCHSn(C4H9)3

Conditions

Conditions	Yield
In diethyl ether Sn compd. in Et2O treated with B compd. at 0°C for 5 h, C6H5(CH2)2CHO added at -78°C, stirred at -78°C for 8 h; NaHCO3 and H2O2 added at 0°C; 94 % ee;	71%

...Expand

: 21947-87-5
L-diisopinocampheylborane

1-methyl-3-tert-butylimidazolium halide: 1-methyl-3-tert-butylimidazolium halide

: (1-tert-butyl-3-methylimidazol-2-yl)di((1S,2R,3S,5S)-isopinocampheyl)borane

Conditions

Conditions	Yield
With potassium hexamethylsilazane In tetrahydrofuran at 25℃; Inert atmosphere; Schlenk technique;	60%

: 65039-06-7
N-methyl-N'-phenyl imidazolium iodide

: 21947-87-5
L-diisopinocampheylborane

: (1-methyl-3-phenylimidazol-2-yl)di((1S,2R,3S,5S)-isopinocampheyl)borane

Conditions

Conditions	Yield
With potassium hexamethylsilazane In tetrahydrofuran at 25℃; Inert atmosphere; Schlenk technique;	56%

: 4333-62-4
1,3-dimethylimidazolim iodide

: 21947-87-5
L-diisopinocampheylborane

: 1,3-dimethylimidazol-2-ylidene-di-(1S,2R,3S,5S)-isopinocampheylborane

Conditions

Conditions	Yield
With potassium hexamethylsilazane In tetrahydrofuran at 20℃; for 20h; Sealed tube; Inert atmosphere; Glovebox;	37%
With potassium hexamethylsilazane In tetrahydrofuran at 25℃; for 20h; Inert atmosphere; Schlenk technique;	37%

Raw Materials

127-91-3

Downstream Products

Country:
- China (Mainland)(43)
- United States(1)
Business Type:
All

Lab/Research institutions

Trading Company

Manufacturers

Other
Certificate:
Manufacturer

Enterprise Authentication

ISO

GMP

FDA

HALAL

Display:default sort
Suppiers of more reward points first

New supplier

Total:39 Page 1 of 2 1 2 Next>>

Post a RFQ

Cas No.:

Product Name:

Quantity:

Email:

Company name:

Valid Period:

Detailed Requirements:

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

What can I do for you?
Get Best Price

Get Best Price for 21947-87-5

Chemistry

Molecular Structure of Diisopinocampheylborane (CAS No.21947-87-5):

Molecular Formula: C₂₀H₃₅B
Molecular Weight: 286.30
CAS No: 21947-87-5
IUPAC Name: bis {(1S,2S,3S,5R)-2,6,6-Trimethylbicyclo [3.1.1] heptan-3-yl} borane

History

Diisopinocampheylborane was reported in 1961 by Zweifel and Brown in a pioneering demonstration of asymmetric synthesis using boranes.

Uses

Diisopinocampheylborane (CAS No.21947-87-5) is mainly used for the synthesis of chiral secondary alcohols.

Production

Diisopinocampheylborane is now more commonly generated from borane-methyl sulfide (BMS).

Specification

Diisopinocampheylborane (CAS No.21947-87-5), its synonyms are (+)-Diisopinocampheylborane ; Bis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane .