(3R,7AS)-3-isopropyl-7a-methyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one

Base Information

• Chemical Name: (3R,7AS)-3-isopropyl-7a-methyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one
• CAS No.: 123808-97-9
• Molecular Formula: C10H17 N O2
• Molecular Weight: 183.25
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID90358981
• Wikidata: Q82139941
• Mol file: 123808-97-9.mol

Synonyms:123808-97-9;(3R,7AS)-3-isopropyl-7a-methyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one;(3R,7aS)-7a-methyl-3-propan-2-yl-2,3,6,7-tetrahydropyrrolo[2,1-b][1,3]oxazol-5-one;(3R-CIS)-(-)-3-ISOPROPYL-7A-METHYLTETRAHYDROPYRROLO[2,1-B]OXAZOL-5(6H)-ONE;DTXSID90358981;A805151;(3R,7aS)-3-isopropyl-7a-methyl-2,3,6,7-tetrahydropyrrolo[2,1-b]oxazol-5-one;(3R,7aS)-7a-Methyl-3-(propan-2-yl)tetrahydropyrrolo[2,1-b][1,3]oxazol-5(6H)-one;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-/m0/s

Chemical Property of (3R,7AS)-3-isopropyl-7a-methyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one

Chemical Property:

• Vapor Pressure: 0.0126mmHg at 25°C
• Melting Point: 59-60°C
• Refractive Index: 1.472-1.474
• Boiling Point: 82 °C (0.7 mmHg)
• PKA: -0.76±0.60(Predicted)
• Flash Point: 58.3°C
• PSA: 29.54000
• Density: 1.09g/cm³
• LogP: 1.31770
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 183.125928785
• Heavy Atom Count: 13
• Complexity: 239

Purity/Quality:

97% ^*data from raw suppliers

(3R-CIS)-(-)-3-ISOPROPYL-7A-METHYLTETRAHYDROPYRROLO[2,1-B]OXAZOL-5(6H)-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1COC2(N1C(=O)CC2)C
• Isomeric SMILES: CC(C)[C@@H]1CO[C@@]2(N1C(=O)CC2)C

Technology Process of (3R,7AS)-3-isopropyl-7a-methyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one

There total 1 articles about (3R,7AS)-3-isopropyl-7a-methyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(R)-2-amino-3-methylbutanol (4276-09-9,473-75-6) + 4-methyl-4-pentenoic acid (1001-75-8) → (3R,7aS)-3-isopropyl-7a-methyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one (123808-97-9)

Guidance literature:

In toluene; Heating;

DOI:10.1021/ja00026a026

Reference yield: 66.0%

(3R,7aS)-3-isopropyl-7a-methyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one (123808-97-9) → (3R,7aS)-3-isopropyl-7a-methyl-2,3-dihydropyrrolo[2,1-b]-oxazol-5(7aH)-one (222629-69-8,302911-94-0)

Guidance literature:

(3R,7aS)-3-isopropyl-7a-methyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one; With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

With Phenylselenyl bromide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

With pyridine; dihydrogen peroxide; In dichloromethane; at 0 ℃; for 3h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201700882

upstream raw materials:

(R)-2-amino-3-methylbutanol

4-methyl-4-pentenoic acid

Downstream raw materials:

(3R,7aS)-3-isopropyl-7a-methyl-2,3-dihydropyrrolo[2,1-b]-oxazol-5(7aH)-one