98203-44-2

Basic information

• Product Name: (3S,7AR)-3-T-BUTYL-7A-METHYL BICYCLIC LACTAM
• Synonyms: (3S,7AR)-3-ISOPROPYL-7A-METHYL BICYCLIC LACTAM;(3S,7AR)-3-T-BUTYL-7A-METHYL BICYCLIC LACTAM;(3S-CIS)-(+)-TETRAHYDRO-3-ISOPROPYL-7A-METHYLPYRROLO[2,1-B]OXAZOL-5(6H)-ONE;(3S-CIS)-(+)-3-ISOPROPYL-7ALPHA-METHYLTETRAHYDROPYRROLO[2,1-B]OXAZOL-5(6H)-ONE;(3S-CIS)-(+)-3-ISOPROPYL-7A-METHYLTETRAHYDROPYRROLO-[2,1-B]-OXAZOL-5(6H)-ONE;3-ISOPROPYL-7A-METHYLTETRAHYDROPYRROLO[2,1-B][1,3]OXAZOL-5(6H)-ONE;(3S-CIS)-(+)-TETRAHYDRO-3-ISPROPYL-7A-ME -PYRROLO(2,1-B)OXAZOL-5(6H)-ONE, 95%;(3S)-cis-Tetrahydro-7a-methyl-3-(1-methylethyl)pyrrolo[2.1-b]oxazol-5(6H)-one
• CAS NO: 98203-44-2
• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 183.25
• Mol File: 98203-44-2.mol

Chemical Properties

• Boiling Point: 70 °C0.4 mm Hg(lit.)
• Flash Point: 137 °F
• Appearance: /
• Density: 1.027 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0126mmHg at 25°C
• Refractive Index: n20/D 1.473(lit.)
• PKA: -0.76±0.60(Predicted)
• CAS DataBase Reference: (3S,7AR)-3-T-BUTYL-7A-METHYL BICYCLIC LACTAM(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,7AR)-3-T-BUTYL-7A-METHYL BICYCLIC LACTAM(98203-44-2)
• EPA Substance Registry System: (3S,7AR)-3-T-BUTYL-7A-METHYL BICYCLIC LACTAM(98203-44-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: UN 1224 3/PG 3
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 98203-44-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H17NO2/c1-7(2)8-6-13-10(3)5-4-9(12)11(8)10/h7-8H,4-6H2,1-3H3/t8-,10-/m1/s1

Upstream product

• 4276-09-9 (R)-2-amino-3-methylbutanol 
• 123-76-2 levulinic acid 

Downstream Products

• 98203-46-4 (3S,7aR)-6-Benzyl-3-isopropyl-7a-methyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one 
• 153745-35-8 (3S,6S,7aR)-6-Benzyl-3-isopropyl-7a-methyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one 
• 153745-21-2 (3S,6R,7aR)-6-Benzyl-3-isopropyl-7a-methyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one 
• 126062-95-1 (3S,6S,7aR)-6-(3,4-Dimethoxy-benzyl)-3-isopropyl-6,7a-dimethyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one 
• 126062-91-7 2-<(2S)-2-(p-bromobenzyl)-4-oxopentyl>-4(S)-isopropyl-1,3-oxazoline 
• 126062-89-3 (3S,6S,7aR)-3-isopropyl-7a-methyl-5-oxo-6-methyl-6-(p-bromobenzyl)-2,3,5,6,7,7a-hexahydropyrrolo<2,1-b>oxazole 
• 126062-93-9 (S)-methyl 2-methyl-2-(p-bromobenzyl)-4-oxopentanoate 
• 112522-07-3 (S)-4-methyl-4-benzyl-2,5-nonadione 
• 116914-49-9 (S)-3-(n-butyl)-4-benzyl-4-methylcyclopent-2-enone 
• 116914-46-6 (3S,6S,7aR)-6-Benzyl-5-but-(E)-ylidene-3-isopropyl-6,7a-dimethyl-hexahydro-pyrrolo[2,1-b]oxazole 
• 116914-45-5 (3S,6S,7aR)-6-Benzyl-3-isopropyl-6,7a-dimethyl-5-methylene-hexahydro-pyrrolo[2,1-b]oxazole 
• 112522-09-5 (R)-3,5-dimethyl-2-(n-propyl)-5-benzylcyclopenten-2-one 
• 112522-06-2 (S)-3-methyl-3-benzyl-2,5-hexanedione 
• 116914-50-2 (S)-3,4-dimethyl-4-benzylcyclopenten-2-one 

Relevant articles and documents

Sceptrin – Enantioselective Synthesis of a Tetrasubstituted all-trans Cyclobutane Key Intermediate

The asymmetric synthesis of both enantiomers of tetrasubstituted all-trans dimethyl 3,4-diacetylcyclobutane-1,2-dicarboxylate with high enantiomeric purity (>98 % ee) using a valine-derived chiral auxiliary in a diastereoselective photodimerization is reported. The absolute configuration was assigned by single-crystal X-ray diffraction analysis. Because this cyclobutane is a key intermediate in the total synthesis of (–)-sceptrin and ageliferin, our findings strengthen the recently revised absolute configurations of these pyrrole-imidazole alkaloids.