(N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM

(N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM Structure
CAS No.
94668-55-0
Chemical Name:
(N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM
Synonyms
(1S)-N-crotyl-2,10-camphorsultam;(N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM;(R)-(-)-(2-BUTENOYL)-2,10-CAMPHORSULTAM;1-((7AR)-8,8-dimethyl-1,1-dioxidohexahydro-4H-3a,6-methanobenzo[d]isothiazol-7-yl)but-2-en-1-one;(E)-1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)but-2-en-1-one;2-Buten-1-one, 1-[(3aS,6R,7aR)-tetrahydro-8,8-dimethyl-2,2-dioxido-3H-3a,6-methano-2,1-benzisothiazol-1(4H)-yl]-, (2E)-;(N-Crotonyl)-(2R)-bornane-10,2-sultam, (2E)-1-[(3aS,6R,7aR)-Tetrahydro-8,8-dimethyl-2,2-dioxido-3H-3a,6-methano-2,1-benzisothiazol-1(4H)-yl]-2-buten-1-one
CBNumber:
CB2263324
Molecular Formula:
C14H21NO3S
Molecular Weight:
283.39
MOL File:
94668-55-0.mol
MSDS File:
SDS
Modify Date:
2023/5/29 8:28:41

(N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM Properties

Melting point 180-184 °C(lit.)
Boiling point 397.2±25.0 °C(Predicted)
Density 1.27±0.1 g/cm3(Predicted)
pka -14.19±0.40(Predicted)
optical activity [α]24/D 100°, c = 1 in ethanol

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3

(N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM Chemical Properties,Uses,Production

Uses

(R)-(-)-(2-Butenoyl)-2,10-camphorsultam can be used:

  • In the asymmetric total synthesis of lycopodine via diastereoselective cyclization and intramolecular Mannich cyclization.
  • To prepare (S)-4,4-dichloro-3-methylbutanoic acid, which is utilized as a key intermediate for the total synthesis of dysideaproline E.

(N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM Preparation Products And Raw materials

Raw materials

Preparation Products

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(N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM Spectrum

(R)-(-)-(2-BUTENOYL)-2,10-CAMPHORSULTAM (N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM (N-Crotonyl)-(2R)-bornane-10,2-sultam, (2E)-1-[(3aS,6R,7aR)-Tetrahydro-8,8-dimethyl-2,2-dioxido-3H-3a,6-methano-2,1-benzisothiazol-1(4H)-yl]-2-buten-1-one (1S)-N-crotyl-2,10-camphorsultam 2-Buten-1-one, 1-[(3aS,6R,7aR)-tetrahydro-8,8-dimethyl-2,2-dioxido-3H-3a,6-methano-2,1-benzisothiazol-1(4H)-yl]-, (2E)- (E)-1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)but-2-en-1-one 1-((7AR)-8,8-dimethyl-1,1-dioxidohexahydro-4H-3a,6-methanobenzo[d]isothiazol-7-yl)but-2-en-1-one 94668-55-0 C14H21NSO3 Sulfur-Based Chiral Auxiliaries Asymmetric Synthesis Peptide