benzyl (3R,3aS,6aR)-3-hydroxyhexahydro-1H-cyclopenta[c]isoxazole-1-carboxylate

Base Information

Chemical Name:benzyl (3R,3aS,6aR)-3-hydroxyhexahydro-1H-cyclopenta[c]isoxazole-1-carboxylate
CAS No.:1442488-67-6
Molecular Formula:C₁₄H₁₇NO₄
Molecular Weight:263.293
Hs Code.:

Synonyms:benzyl (3R,3aS,6aR)-3-hydroxyhexahydro-1H-cyclopenta[c]isoxazole-1-carboxylate

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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 benzyl (3R,3aS,6aR)-3-hydroxyhexahydro-1H-cyclopenta[c]isoxazole-1-carboxylate

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Technology Process of benzyl (3R,3aS,6aR)-3-hydroxyhexahydro-1H-cyclopenta[c]isoxazole-1-carboxylate

There total 4 articles about benzyl (3R,3aS,6aR)-3-hydroxyhexahydro-1H-cyclopenta[c]isoxazole-1-carboxylate 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: 98.0%

: 1442488-69-8
benzyl (1R,2R)-2-formylcyclopentyl-N-hydroxycarbamate

: 1442488-67-6
benzyl (3R,3aS,6aR)-3-hydroxyhexahydro-1H-cyclopenta[c]isoxazole-1-carboxylate

Guidance literature:: With pyrrolidine; In toluene; at 20 ℃; diastereoselective reaction;
DOI:10.1002/ejoc.201300197

Reference yield: 98.0%

: 3426-71-9
Benzyl N-hydroxycarbamate

: 6140-65-4
1-cyclopentene-1-carboxaldehyde

: 1442488-67-6
benzyl (3R,3aS,6aR)-3-hydroxyhexahydro-1H-cyclopenta[c]isoxazole-1-carboxylate

Guidance literature:: With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid; In toluene; at 4 ℃; for 72h; Reagent/catalyst; Solvent; Temperature; Time; enantioselective reaction;
DOI:10.1002/ejoc.201300197

Reference yield:

: 6140-65-4
1-cyclopentene-1-carboxaldehyde

: 1442488-67-6
benzyl (3R,3aS,6aR)-3-hydroxyhexahydro-1H-cyclopenta[c]isoxazole-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine / toluene / 96 h / 4 °C

2: pyrrolidine / toluene / 20 °C

With pyrrolidine; (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; In toluene; 1: |Michael Addition;
DOI:10.1002/ejoc.201300197