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(2S)-Bornane-10,2-sultam

Product Name
(2S)-Bornane-10,2-sultam
CAS No.
108448-77-7
Chemical Name
(2S)-Bornane-10,2-sultam
Synonyms
(7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide;2-sultaM;L-SultaM;(2S)-Bornane-10;L-2,10-amphorsultam;D-(-)-CAMPHOR SULTAM;(2S)-Borne-10,2-sultam;(+)-10,2-CAMPHORSULTAM;(+)-2,10-CAMPHORSULTAM;(1R)-(+)-Camphorsultam
CBNumber
CB2411257
Molecular Formula
C10H17NO2S
Formula Weight
215.31
MOL File
108448-77-7.mol
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(2S)-Bornane-10,2-sultam Property

Melting point:
185-187 °C(lit.)
alpha 
33 º (c=4.9, CHCl3)
Boiling point:
324.8±25.0 °C(Predicted)
Density 
1.1469 (rough estimate)
refractive index 
31 ° (C=1, CHCl3)
storage temp. 
Sealed in dry,Room Temperature
solubility 
almost transparency in Chloroform
form 
powder to crystal
pka
11.05±0.40(Predicted)
color 
White to Almost white
optical activity
[α]20/D +32°, c = 5 in chloroform
BRN 
4675755
InChI
InChI=1S/C10H17NO2S/c1-9(2)7-3-4-10(9)6-14(12,13)11-8(10)5-7/h7-8,11H,3-6H2,1-2H3/t7-,8-,10-/m0/s1
InChIKey
DPJYJNYYDJOJNO-CFGJQEBVSA-N
SMILES
N1[C@]2([H])[C@@]3(C(C)(C)[C@]([H])(C2)CC3)CS1(=O)=O
CAS DataBase Reference
108448-77-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
HS Code 
29242990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TCI Chemical
Product number
C1324
Product name
(+)-10,2-Camphorsultam
Purity
>98.0%(GC)
Packaging
1g
Price
$94
Updated
2021/12/16
TCI Chemical
Product number
C1324
Product name
(+)-10,2-Camphorsultam
Purity
>98.0%(GC)
Packaging
5g
Price
$325
Updated
2024/03/01
Alfa Aesar
Product number
A14133
Product name
(1R,2S)-(+)-10,2-Camphorsultam, 99%
Packaging
1g
Price
$75.65
Updated
2024/03/01
Alfa Aesar
Product number
A14133
Product name
(1R,2S)-(+)-10,2-Camphorsultam, 99%
Packaging
5g
Price
$237.65
Updated
2024/03/01
TRC
Product number
C175130
Product name
(1R)-(+)-2,10-Camphorsultam
Packaging
5g
Price
$140
Updated
2021/12/16
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(2S)-Bornane-10,2-sultam Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powde

Uses

(1R)-(+)-2,10-Camphorsultam has been used as a reactant in the synthesis of pyrrolidine acid analogs as potent dual PPARα/γ agonists.

Application

(2S)-Bornane-10,2-sultam is a pharmaceutical intermediate compound that can be used to synthesize sulfonamide drugs.  (2R)-Bornane-10,2-sultam can be used as a chiral auxiliary to perform intramolecular 1,3-dipolar cycloadditions to generate bridged and fused cycloadditions with complete diastereocontrol.  Reduction of fused isoxazolidines can generate 1-azaspiro[4.5]decane, which is a potential intermediate in the asymmetric synthesis of cylindrosin alkaloids[1].

Purification Methods

The (-)-enantiomer is recrystallised from 95% EtOH and dried in a vacuum desiccator. It dissolves in dilute aqueous NaOH and can be precipitated without hydrolysis by acidifying. It forms the N-Na salt in EtOH (by addition of Na to the EtOH solution), and the salt can be methylated with MeI to give the (-)-N-Me lactam with m 80o after recrystallisation from hot H2O and has []D -59.6o (c 5, CHCl3) [Shriner et al. J Am Chem Soc 60 2794 1938]. [Oppolzer et al. Helv Chim Acta 69 1142 1986, Weismiller et al. Org Synth 69 154 1955, Beilstein 27 III/IV 1007.]

References

[1] MARK C BAGLEY; Wolfgang O. Asymmetric synthesis of 1-azaspiro[4.5]decanes via intramolecular dipolar cycloaddition of nitrones containing the bornane-10,2-sultam chiral auxiliary[J]. Tetrahedron, asymmetry, 2000. DOI:10.1016/S0957-4166(00)00205-6.

(2S)-Bornane-10,2-sultam Preparation Products And Raw materials

Raw materials

Preparation Products

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(2S)-Bornane-10,2-sultam Suppliers

J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
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86-10-82849933
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jkinfo@jkchemical.com
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China
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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021-61259108 18621169109
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Alfa Aesar
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400-6106006
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021-67582001/03/05
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China
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Beijing Ouhe Technology Co., Ltd
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+86-10-82967029
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JinYan Chemicals(ShangHai) Co.,Ltd.
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View Lastest Price from (2S)-Bornane-10,2-sultam manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd
Product
(1R)-(+)-2,10-Camphorsultam 108448-77-7
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
20tons
Release date
2024-08-29
Aromsyn Co., Ltd.
Product
(1R)-(+)-2,10-Camphorsultam 108448-77-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
kgs
Release date
2023-02-17
Career Henan Chemical Co
Product
(2S)-Bornane-10,2-sultam 108448-77-7
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
20KG
Release date
2018-08-07

108448-77-7, (2S)-Bornane-10,2-sultamRelated Search:


  • (7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide
  • (2S)-Borne-10,2-sultam
  • L-2,10-Camphorsultam,99%e.e.
  • (2S)-BORNANE-10,2-SULTAM
  • (1R)-(+)-2,10-CAMPHORSULTAM
  • (1R)-2,10-CAMPHORSULTAM
  • (1R,2S)-(+)-2,10-CAMPHORSULTAM
  • (1R,5S)-10,10-DIMETHYL-3-THIA-4-AZATRICYCLO[5.2.1.01,5]DECANE 3,3-DIOXIDE
  • (+)-2,10-CAMPHORSULTAM
  • (+)-10,2-CAMPHORSULTAM
  • (IR)-(+)-2,10-Camphorsultam
  • (1R)-(+)-2,10-camphorsultam ,98%
  • L-2,10-amphorsultam
  • (2S)-Bornane-10
  • 2-sultaM
  • (2S)-Bornane-1,2-sultaM
  • L-SultaM
  • (2S)-Bornane-10,2-sultam (1R,5S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0(1,5)]decane 3,3-Dioxide
  • (1<i>R</i>)-(+)-2,10-Camphorsultam
  • (5S,7S)-10,10-dimethyl-3λ-thia-4-azatricyclo[5.2.1.01,]decane-3,3-dione
  • (2S)-Bornane-10,2-sultam (1R)-(+)-2,10-Camphorsultam
  • [3AR-(3A-ALPHA,6-ALPHA,7A-BETA)]-HEXAHYDRO-8,8-DIMETHYL-2,2-DIOXIDE-3H-3A,6-METHANO-2,1-BENZISOTHIAZOLE
  • [3aR-(3aalpha,6alpha,7abeta)]-Hexahydro-8,8-dimethyl-2,2-dioxide-3H-3a,6-methano-2,1-benzisothiazole
  • (+)-EXO-10,2-BORNANESULTAM
  • (+)-L-2,10-CAMPHORSULTAM
  • L(+)-10,2-CAMPHORSULTAME
  • D-(-)-CAMPHOR SULTAM
  • (+)-2,10-CAMPHORSULTAM 99%
  • (2S)-Bornane-10,2-sultam,99+%, (99+% ee)
  • (2S)-Bornane-10,2-sultam,98%
  • (+)-exo-10,2-Bornanesultam, (1R,5S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide
  • (+)-10,2-Camphorsultam, (+)-exo-10,2-Bornanesultam, L-2,10-Camphorsultam, (1R,5S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide
  • (1β,5α,7β)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]decane3,3-dioxide
  • (3aR)-1,4,5,6,7,7aβ-Hexahydro-8,8-dimethyl-3H-3aα,6α-methano-2,1-benzisothiazole 2,2-dioxide
  • (3aR,3aα,6α,7aβ)-8,8-Dimethyl-3a,6-methanooctahydro-2,1-benzisothiazole 2,2-dioxide
  • [3aR,7aβ,(+)]-Hexahydro-8,8-dimethyl-3H-3aα,6α-methano-2,1-benzisothiazole 2,2-dioxide
  • (1R)-(+)-Camphorsultam
  • (1R,2S)-(+)-10,2-Camphorsultam
  • (1R,2S)-(+)-10,2-CamphorsuL
  • 3H-3a,6-Methano-2,1-benzisothiazole, hexahydro-8,8-dimethyl-, 2,2-dioxide, (3aR,6S,7aS)-
  • (3aR)-8,8-dimethylhexahydro-2H-3a,6-methanobenzo[d]isothiazole 1,1-dioxide
  • (2S)-Bornane-10,2-sultam ISO 9001:2015 REACH
  • (3aR,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide
  • (+)-10,2-Camphorsultam
  • (5S,7S)-10,10-dimethyl-3λ?-thia-4-azatricyclo[5.2.1.01?]decane 3,3-dioxide
  • (+)-2,10-Camphorsultam
  • 108448-77-7
  • C10H17NO2S
  • Sulfur-Based
  • Sulfur Compounds (for Synthesis)
  • Bicyclic Monoterpenes
  • Terpenes
  • Asymmetric Synthesis
  • Chiral Auxiliaries
  • chiral
  • Asymmetric Synthesis
  • Bicyclic Monoterpenes
  • Biochemistry