(3aS,6aR)-3-(toluene-4-sulfonyl)-3,3a,6,6a-tetrahydrocyclopent-4-enoxazol-2-one

Base Information

Chemical Name:(3aS,6aR)-3-(toluene-4-sulfonyl)-3,3a,6,6a-tetrahydrocyclopent-4-enoxazol-2-one
CAS No.:138604-24-7
Molecular Formula:C₁₃H₁₃NO₄S
Molecular Weight:279.317
Hs Code.:

Synonyms:(3aS,6aR)-3-(toluene-4-sulfonyl)-3,3a,6,6a-tetrahydrocyclopent-4-enoxazol-2-one

Suppliers and Price of (3aS,6aR)-3-(toluene-4-sulfonyl)-3,3a,6,6a-tetrahydrocyclopent-4-enoxazol-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3aS,6aR)-3-(toluene-4-sulfonyl)-3,3a,6,6a-tetrahydrocyclopent-4-enoxazol-2-one

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Technology Process of (3aS,6aR)-3-(toluene-4-sulfonyl)-3,3a,6,6a-tetrahydrocyclopent-4-enoxazol-2-one

There total 8 articles about (3aS,6aR)-3-(toluene-4-sulfonyl)-3,3a,6,6a-tetrahydrocyclopent-4-enoxazol-2-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: 73.0%

: 158361-26-3
N,N′-ditosyl-meso-cyclopent-4-ene-1,3-diol biscarbamate

: 138604-24-7
(3aS,6aR)-3-(toluene-4-sulfonyl)-3,3a,6,6a-tetrahydrocyclopent-4-enoxazol-2-one

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; (2R,5S)-2-[((4S,5S)-5-phenyl-2-(pyridin-3-yl)-4,5-dihydrooxazol-4-yl)methoxy]-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]octane; triethylamine; In tetrahydrofuran; at 20 ℃; for 24h; Reagent/catalyst; enantioselective reaction; Catalytic behavior; Inert atmosphere;
DOI:10.1016/j.tetasy.2016.10.008

Reference yield:

: 158361-26-3
N,N′-ditosyl-meso-cyclopent-4-ene-1,3-diol biscarbamate

: 138604-23-6
3-tosyl-3,3a,6,6a-tetrahydro-2H-cyclopenta[d]oxazol-2-one

: 138604-24-7
(3aS,6aR)-3-(toluene-4-sulfonyl)-3,3a,6,6a-tetrahydrocyclopent-4-enoxazol-2-one

Guidance literature:: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Reference yield:

: 29783-26-4
cis-4-cyclopentene-1,3-diol

: 138604-24-7
(3aS,6aR)-3-(toluene-4-sulfonyl)-3,3a,6,6a-tetrahydrocyclopent-4-enoxazol-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 0.75 h / -0.15 - 59.85 °C

2: methyl α-D-mannoside-based reagent; triethylamine / Pd(dba)2 / tetrahydrofuran / 0.5 h / -15.15 °C

With methyl α-D-mannoside-based reagent; triethylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran;
DOI:10.1016/j.tetasy.2006.07.032