3-<(E)-3-phenylpropenoyl>-3a-(R)-cis-3,3a,8,8a-tetrahydro-2H-indeno<1,2-d>-2-oxazolidinone

Base Information

• Chemical Name: 3-<(E)-3-phenylpropenoyl>-3a-(R)-cis-3,3a,8,8a-tetrahydro-2H-indeno<1,2-d>-2-oxazolidinone
• CAS No.: 248923-44-6
• Molecular Formula: C₁₉H₁₅NO₃
• Molecular Weight: 305.333
• Mol file: 248923-44-6.mol

Synonyms:3-<(E)-3-phenylpropenoyl>-3a-(R)-cis-3,3a,8,8a-tetrahydro-2H-indeno<1,2-d>-2-oxazolidinone

Chemical Property of 3-<(E)-3-phenylpropenoyl>-3a-(R)-cis-3,3a,8,8a-tetrahydro-2H-indeno<1,2-d>-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-<(E)-3-phenylpropenoyl>-3a-(R)-cis-3,3a,8,8a-tetrahydro-2H-indeno<1,2-d>-2-oxazolidinone

There total 1 articles about 3-<(E)-3-phenylpropenoyl>-3a-(R)-cis-3,3a,8,8a-tetrahydro-2H-indeno<1,2-d>-2-oxazolidinone 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:

cinnamoyl chloride (102-92-1,17082-09-6) + (3aR-cis)-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d]oxazol-2-one (135969-65-2) → 3-<(E)-3-phenylpropenoyl>-3a-(R)-cis-3,3a,8,8a-tetrahydro-2H-indeno<1,2-d>-2-oxazolidinone (248923-44-6)

Guidance literature:

With methylmagnesium chloride; Yield given; Multistep reaction; 1.) THF, 0 deg C, 10 min, 2.) THF, a) 0 deg C, 10 min, b) RT, 1 h;

DOI:10.1016/S0957-4166(99)00244-X

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 3-<(E)-3-phenylpropenoyl>-3a-(R)-cis-3,3a,8,8a-tetrahydro-2H-indeno<1,2-d>-2-oxazolidinone (248923-44-6) → 4-oxo-4-(2-oxo-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-2-phenyl-butyric acid

Guidance literature:

With tetrabutylammonium tetrafluoroborate; In N,N-dimethyl-formamide; at -20 ℃; under 760 Torr; Electrochemical reaction;

DOI:10.1039/b500570a

Reference yield:

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine (93102-05-7) + 3-<(E)-3-phenylpropenoyl>-3a-(R)-cis-3,3a,8,8a-tetrahydro-2H-indeno<1,2-d>-2-oxazolidinone (248923-44-6) → (-)-(3S,4R)-1-benzyl-4-phenyl-3-<(3'a-(R)-cis-3',3'a,8',8'a-tetrahydro-2H-indeno-(1,2-d)-oxazol-2'-one-3'-yl)-carbonyl>-pyrrolidine (248923-50-4) + (-)-(3R,4S)-1-benzyl-4-phenyl-3-<(3'a-(R)-cis-3',3'a,8',8'a-tetrahydro-2H-indeno-(1,2-d)-oxazol-2'-one-3'-yl)-carbonyl>-pyrrolidine (248923-51-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1016/S0957-4166(99)00244-X

upstream raw materials:

cinnamoyl chloride

(3aR-cis)-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d]oxazol-2-one

Downstream raw materials:

(-)-(3S,4R)-1-benzyl-4-phenyl-3-<(3'a-(R)-cis-3',3'a,8',8'a-tetrahydro-2H-indeno-(1,2-d)-oxazol-2'-one-3'-yl)-carbonyl>-pyrrolidine

(-)-(3R,4S)-1-benzyl-4-phenyl-3-<(3'a-(R)-cis-3',3'a,8',8'a-tetrahydro-2H-indeno-(1,2-d)-oxazol-2'-one-3'-yl)-carbonyl>-pyrrolidine