(3aS)-2,2-Dimethyl-3-(3-phenylpropanoyl)-3,3a,8,8aalpha-tetrahydro-2H-indeno[1,2-d]oxazole

Base Information

• Chemical Name: (3aS)-2,2-Dimethyl-3-(3-phenylpropanoyl)-3,3a,8,8aalpha-tetrahydro-2H-indeno[1,2-d]oxazole
• CAS No.: 141018-37-3
• Molecular Formula: C₂₁H₂₃NO₂
• Molecular Weight: 321.419
• DSSTox Substance ID: DTXSID801119410
• Nikkaji Number: J470.123B
• Mol file: 141018-37-3.mol

Synonyms:SCHEMBL5968239;XKDHFAMBZCXKMC-QUCCMNQESA-N;DTXSID801119410;(3aS)-2,2-Dimethyl-3-(3-phenylpropanoyl)-3,3a,8,8aalpha-tetrahydro-2H-indeno[1,2-d]oxazole;(3aS,8aR)-2,2-dimethyl-3-(3-phenylpropanoyl)-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d][1,3]oxazole;1-[(3aS,8aR)-8,8a-Dihydro-2,2-dimethyl-2H-indeno[1,2-d]oxazol-3(3aH)-yl]-3-phenyl-1-propanone;141018-37-3

Chemical Property of (3aS)-2,2-Dimethyl-3-(3-phenylpropanoyl)-3,3a,8,8aalpha-tetrahydro-2H-indeno[1,2-d]oxazole

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 321.172878976
• Heavy Atom Count: 24
• Complexity: 469

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(N(C2C(O1)CC3=CC=CC=C23)C(=O)CCC4=CC=CC=C4)C
• Isomeric SMILES: CC1(N([C@@H]2[C@H](O1)CC3=CC=CC=C23)C(=O)CCC4=CC=CC=C4)C

Technology Process of (3aS)-2,2-Dimethyl-3-(3-phenylpropanoyl)-3,3a,8,8aalpha-tetrahydro-2H-indeno[1,2-d]oxazole

There total 4 articles about (3aS)-2,2-Dimethyl-3-(3-phenylpropanoyl)-3,3a,8,8aalpha-tetrahydro-2H-indeno[1,2-d]oxazole 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:

(1S,2R)-1-amino-2-indanol (7480-35-5,13286-59-4,74165-73-4,126456-43-7,136030-00-7,140632-19-5,140632-20-8) → (3aS,8aR)-2,2-dimethyl-3-(3-phenylpropanoyl)-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d][1,3]oxazole (141018-37-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N

2: PPTS

With pyridinium p-toluenesulfonate; triethylamine;

DOI:10.1016/S0040-4039(97)00477-2

Reference yield:

hydrocinnamic acid chloride (645-45-4) → (3aS,8aR)-2,2-dimethyl-3-(3-phenylpropanoyl)-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d][1,3]oxazole (141018-37-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N

2: PPTS

With pyridinium p-toluenesulfonate; triethylamine;

DOI:10.1016/S0040-4039(97)00477-2

Reference yield:

2-Methoxypropene (116-11-0) + (1S,2R)-N-(2-hydroxy-2,3-dihydro-1H-inden-1-yl)3-phenylpropanamide (142479-00-3) → (3aS,8aR)-2,2-dimethyl-3-(3-phenylpropanoyl)-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d][1,3]oxazole (141018-37-3)

Guidance literature:

With pyridinium p-toluenesulfonate; Yield given;

DOI:10.1016/S0040-4039(97)00477-2

upstream raw materials:

2-Methoxypropene

(1S,2R)-N-(2-hydroxy-2,3-dihydro-1H-inden-1-yl)3-phenylpropanamide

(1S,2R)-1-amino-2-indanol

hydrocinnamic acid chloride

Downstream raw materials:

(2R,4S)-2-Benzyl-5-chloro-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-4-hydroxy-pentan-1-one

(R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-(S)-oxiranyl-propan-1-one

(2S,6S)-2,6-Dibenzyl-1,7-bis-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-4-methylene-heptane-1,7-dione

(R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-(R)-oxiranyl-propan-1-one