125664-95-1

Basic information

• Product Name: N-PROPIONYL-(2R)-BORNANE- 10,2-SULTAM
• Synonyms: N-PROPIONYL-(2R)-BORNANE- 10,2-SULTAM;1-((3aS,6R,7aR)-8,8-DiMethyl-2,2-dioxidohexahydro-1H-3a,6-Methanobenzo[c]isothiazol-1-yl)propan-1-one;(R)-(-)-Propionyl-2,10-camphorsultam
• CAS NO: 125664-95-1
• Molecular Formula: C₁₃H₂₁NO₃S
• Molecular Weight: 271.38
• Product Categories: Peptide
• Mol File: 125664-95-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 153-154 °C(Solv: methanol (67-56-1))
• Boiling Point: 384.8±25.0 °C(Predicted)
• Appearance: /
• Density: 1.27±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -14.14±0.40(Predicted)
• CAS DataBase Reference: N-PROPIONYL-(2R)-BORNANE- 10,2-SULTAM(CAS DataBase Reference)
• NIST Chemistry Reference: N-PROPIONYL-(2R)-BORNANE- 10,2-SULTAM(125664-95-1)
• EPA Substance Registry System: N-PROPIONYL-(2R)-BORNANE- 10,2-SULTAM(125664-95-1)

Safety Data

• Hazardous Substances Data: 125664-95-1(Hazardous Substances Data)

Usage

General Description

N-Propionyl-(2R)-bornane-10,2-sultam is a chemical compound with the molecular formula C13H21NO3S. It belongs to the chemical class of organic compounds known as bicyclic monoterpenoids. These are monoterpenes containing exactly 2 rings, where the oxygen atom is part of a sulfonic acid group. As this chemical is not widely studied, specific information regarding its uses, safety, or environmental impacts is not readily available. Being a relatively complex and specific compound, it is presumably used in specialized fields of chemical research.

Upstream product

• 123-62-6 propionic acid anhydride 
• 94594-90-8 (2R)-bornane-10,2-sultam 
• 125664-99-5 N-<(2R,3S)-3-hydroxy-2-methylbutanoyl>bornane-10,2-sultam 
• 220170-24-1 C₈H₁₄O₃ 
• 79-03-8 propionyl chloride 

Downstream Products

• 127392-90-9 [(S)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-3-oxo-propyl]-methyl-carbamic acid benzyl ester 
• 133391-78-3 (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(4-chloro-phenyl)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-propan-1-one 
• 133391-78-3 (2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(4-chloro-phenyl)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-propan-1-one 
• 133391-80-7 (2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-3-(4-nitro-phenyl)-propan-1-one 
• 125760-58-9 (2R,3S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-hydroxy-2-methyl-3-phenyl-propan-1-one 
• 125664-98-4 (2R,3R)-1-((6R)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-3-hydroxy-2-methyl-3-phenylpropan-1-one 
• 125760-63-6 N-<(2S,3R)-2-methyl-3-hydroxy-3-phenylpropanoyl>bornane-10,2-sultam 
• 125760-70-5 (2S,3R)-1-((6R)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-3-hydroxy-2-methyl-3-phenylpropan-1-one 
• 129505-15-3 N-<2'-(3''-oxo-4''-phenyl-2''-oxa-1'',4''-diazaspiro<4.5>dec-1-yl)propanoyl>bornane-10,2-sultam 
• 127471-19-6 (S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-3-phenyl-propan-1-one 
• 1228007-30-4 N-[(2S,3S)-3-hydroxy-5-(4-methoxybenzyloxy)-2-methylpentanoyl]-bornane-10,2-sultam 
• 1027311-89-2 (2R,3S)-1-((6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-hydroxy-7-((4-methoxybenzyl)oxy)-2-methylheptan-1-one 
• 125665-04-5 (S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-((R)-hydroxy-phenyl-methyl)-butan-1-one 
• 125665-04-5 N-<(2S,3S)-2-(hydroxybenzyl)butanoyl>bornane-10,2-sultam 

Relevant articles and documents

Stereoselective α-Hydroxylation of Amides Using Oppolzer's Sultam as Chiral Auxiliary

An Oppolzer's sultam-based highly stereoselective α-hydroxylation of amides was developed to deliver the desired products in good yield and excellent diastereoselectivity (>20/1). The generally crystalline products and the recyclability of the chiral auxiliary illustrate the practicability and scalability of the current approach.

Diastereoselective synthesis of a lilac aldehyde isomer and its electrophysiological detection by a moth

The monoterpene lilac aldehyde (=2-(5-ethenyl-5-methyloxolan-2-yl)propanal) is a widespread flower scent. Lilac aldehyde is emitted in high amounts from nocturnal plant species, and it is highly attractive to nocturnal moth pollinators, such as Hadena bicruris, the pollinating seed predator of Silene latifolia. Lilac aldehyde possesses three stereogenic centers and can occur in eight stereoisomers which induce different antennal responses in H. bicruris. The distribution pattern of stereoisomers differs among plant species, and if H. bicruris has different receptors for detecting different isomers, it may use these differences to discriminate flowers of S. latifolia hosts from flowers of non-host plants. To investigate the question whether the moths have in their antennae one olfactory receptor or several different receptors for the detection of the single lilac aldehyde isomers, (2S,2′S,5′S)-lilac aldehyde was diastereoselectively synthesized. (2S,2′S,5′S)-Lilac aldehyde and its isomeric mixture were tested electrophysiologically on antennae of H. bicruris. The results displayed antennal responses, which are characteristic for a single receptor that detects the different lilac aldehyde isomers. Copyright

Synthesis of enantiomerically pure divinyl- and diallylcarbinols

Acylated oxazolidinones and bornane sultams can be cleaved to divinyl- and diallylcarbinols by treatment with vinyl- or allylmetal compounds. For the preparation of divinylcarbinols, acylated bornane sultams are the starting materials of choice, while for the preparation of diallylcarbinols acylated oxazolidinones and bornane sultams work equally well.