(3S,7aR)-3-(trichloroMethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one

Base Information

• Chemical Name: (3S,7aR)-3-(trichloroMethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one
• CAS No.: 1330286-50-4
• Molecular Formula: C7H8Cl3NO2
• Molecular Weight: 244.505
• Hs Code.: 2934999090
• Mol file: 1330286-50-4.mol

Synonyms:(3S,7aR)-3-(trichloroMethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one

Chemical Property of (3S,7aR)-3-(trichloroMethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one

Chemical Property:

• Boiling Point: 338.6±42.0 °C(Predicted)
• PKA: 2.01±0.40(Predicted)
• PSA: 29.54000
• Density: 1.59±0.1 g/cm3(Predicted)
• LogP: 1.64180

Purity/Quality:

99%, ^*data from raw suppliers

(3S)-Trichloromethyl-cis-tetrahydropyrrolo[1,2-c]oxazol-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3S,7aR)-3-(trichloroMethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one

There total 2 articles about (3S,7aR)-3-(trichloroMethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-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: 83.0%

chloral hydrate (302-17-0) + D-Prolin (344-25-2,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (3S,7aR)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo[1,2-c]oxazol-1-one (1330286-50-4)

Guidance literature:

In chloroform; Dean-Stark; Reflux;

DOI:10.1021/jo3012122

Reference yield: 71.0%

chloral (75-87-6) + D-Prolin (344-25-2,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (3S,7aR)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo[1,2-c]oxazol-1-one (1330286-50-4)

Guidance literature:

In chloroform; for 6h; Reflux;

DOI:10.1021/acs.jmedchem.0c01346

Reference yield: 58.0%

Benzyloxymethyl chloride (3587-60-8) + (3S,7aR)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo[1,2-c]oxazol-1-one (1330286-50-4) → (3S,7aS)-7a-((benzyloxy)methyl)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo[1,2-c]oxazol-1-one

Guidance literature:

(3S,7aR)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo[1,2-c]oxazol-1-one; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; at -78 - -20 ℃; for 1.5h; Inert atmosphere;

Benzyloxymethyl chloride; In tetrahydrofuran; hexane; for 1h;

upstream raw materials:

chloral hydrate

D-Prolin

chloral

Downstream raw materials:

1-(tert-butyl) 2-methyl (R)-2-methylpyrrolidine-1,2-dicarboxylate

tert-butyl (S)-2-((2S,3R)-1,3-bis(benzyloxy)-1-oxobutan-2-yl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

(R)-methyl 11b-methyl-6-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole-7-carboxylate

(R)-methyl 9-fluoro-11b-methyl-6-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole-7-carboxylate

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