(-)-10,2-Camphorsultam

HCID 658384
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
94594-90-8
Standard SMILES
CC1(C)C2CCC13CS(=O)(=O)N[C@@H]3C2
InChIKey
DPJYJNYYDJOJNO-CCNFQMFXSA-N
Molecular formula
C10H17NO2S
Average molar mass
215.31 g/mol
Monoisotopic mass
215.09799996

Names & identifiers

Preferred name
(-)-10,2-Camphorsultam
IUPAC
(5R)-10,10-dimethyl-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide
English name
(2R)-Bornane-10,2-sultam
Molecular formula
C10H17NO2S
Molecular weight
215.31

Names & synonyms

(-)-10,2-CamphorsultamRefChem:390911628-426-8(5R)-10,10-dimethyl-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxideOprea1_360676MLS000039795SCHEMBL3885995CHEMBL1300071DPJYJNYYDJOJNO-CCNFQMFXSA-Nrel-(3aR,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxideHMS2313L13MFCD00082771
Show more names
D-SultaM(1S,2R)-(-)-(2R)-Bornane-10(-)-CamphorsultamL-(+)-CAMPHOR SULTAM(2R)-Bornane-10,2-su(1S)-(-)-Camphorsultam(2R)-Borne-10,2-sultam(-)-2,10-Camphorsultam
AKOS025310690GS-3192SMR000039252(1S,5R)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0(1,5)]decane 3,3-Dioxide(5R)-10,10-dimethyl-3lambda6-thia-4-azatricyclo[5.2.1.0^{1,5}]decane-3,3-dione

Database identifiers

CAS
94594-90-8
PubChem CID
658384
ChEMBL
CHEMBL1300071
EC Number
628-426-8
Nikkaji
J2.052.565G

Properties

Computed structural properties

XLogP
1.5
Topological polar surface area
54.6 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
0
Heavy atoms
14

Physicochemical properties

Melting point
183 · 183-185 °C
alpha
-33 · -33 º (c=4.9, CHCl3)
Boiling point
324.8 · 324.8±25.0 °C(Predicted)
Density
1.1469 · 1.1469 (rough estimate)
refractive index
-31 ° · -31 ° (C=1, CHCl3)
storage temp.
Sealed in dry,Room Temperature

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (97.7%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
hs_code
29349990
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 4 items

Uses(1S,2R)-(-)-10,2-Camphorsultam is used in the asymmetric synthesis of (S)- and (R)-N-Fmoc-S-trityl-α-methylcysteine. It is used as proton source in the synthesis of chiral α,γ-substituted γ-butyrolactones. It is also employed as a chiral probe for the optical resolution by HPLC and X-ray crystallographic determination of the absolute stereochemistry of carboxylic acids. Also used to prepare N-acryloyl derivatives which are employed as dienophiles in asymmetric Diels-Alder reactions. and for other asymmetric transformations.

Uses(2R)-Bornane-10,2-sultam is a reagent used to make Camphorsultam conjugates.

Uses(1S)-()-2,10-Camphorsultam may be used in the asymmetric synthesis of (S)- and (R)-N-Fmoc-S-trityl-α-methylcysteine. It may be used as proton source in the synthesis of chiral α,γ-substituted γ-butyrolactones.

General Description(1S,2R,4R)-()-2,10-Camphorsultam may be employed as a chiral probe for the optical resolution by HPLC and X-ray crystallographic determination of the absolute stereochemistry of carboxylic acids.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Related reactions

2 records
New reaction record

Compound notes

Loading…