(S)-2-Benzyloxycarbonylamino-8-(R)-oxiranyl-8-oxo-octanoic acid benzyl ester

Base Information

Chemical Name:(S)-2-Benzyloxycarbonylamino-8-(R)-oxiranyl-8-oxo-octanoic acid benzyl ester
CAS No.:137452-42-7
Molecular Formula:C₂₅H₂₉NO₆
Molecular Weight:439.508
Hs Code.:

Synonyms:(S)-2-Benzyloxycarbonylamino-8-(R)-oxiranyl-8-oxo-octanoic acid benzyl ester

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Chemical Property of (S)-2-Benzyloxycarbonylamino-8-(R)-oxiranyl-8-oxo-octanoic acid benzyl ester

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Technology Process of (S)-2-Benzyloxycarbonylamino-8-(R)-oxiranyl-8-oxo-octanoic acid benzyl ester

There total 4 articles about (S)-2-Benzyloxycarbonylamino-8-(R)-oxiranyl-8-oxo-octanoic acid benzyl ester 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: 64.0%

: 137452-44-9,137493-85-7,137566-89-3,137566-90-6
(S)-2-Benzyloxycarbonylamino-8-oxo-8-((S)-3-trimethylsilanyl-oxiranyl)-octanoic acid benzyl ester

: 137452-42-7
(S)-2-Benzyloxycarbonylamino-8-(R)-oxiranyl-8-oxo-octanoic acid benzyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In dimethyl sulfoxide; at 20 ℃; for 0.166667h;
DOI:10.1039/c39910001277

Reference yield:

: 87428-70-4,137452-37-0
(E)-1-Trimethylsilanyl-penta-1,4-dien-3-ol

: 137452-42-7
(S)-2-Benzyloxycarbonylamino-8-(R)-oxiranyl-8-oxo-octanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: t-BuO₂H, (+)-diisopropyl tartrate <(+)-DIPT>, Ti(O-i-Pr)4, mol. sieves / CH₂Cl₂ / 4 h / -16 °C

2: trifluoroacetic acid (TFAA), dimethyl sulphoxide (DMSO), NEt₃ / CH₂Cl₂ / -65 - 20 °C

3: 67 percent / n-Bu₃SnH, azoisobutyronitrile (AIBN) / benzene / Heating

4: 64 percent / tetrabutylammonium fluoride (TBAF) / dimethylsulfoxide / 0.17 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; molecular sieve; 2,2'-azobis(isobutyronitrile); L-(+)-diisopropyl tartrate; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1039/c39910001277

Reference yield:

: 137452-33-6,137493-78-8,137493-79-9,137493-80-2
(4R)-5-trimethylsilyl-4,5-epoxypent-1-en-3-ones

: 137452-42-7
(S)-2-Benzyloxycarbonylamino-8-(R)-oxiranyl-8-oxo-octanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / n-Bu₃SnH, azoisobutyronitrile (AIBN) / benzene / Heating

2: 64 percent / tetrabutylammonium fluoride (TBAF) / dimethylsulfoxide / 0.17 h / 20 °C

With 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; In dimethyl sulfoxide; benzene;
DOI:10.1039/c39910001277