(3S,5S,6S,7R,10S)-3-benzyloxycarbonylamino-6,7-epoxy-10-triethylsilyloxy-1-oxaspiro[4,5]dec-6-ene-2,8-dione

Base Information

Chemical Name:(3S,5S,6S,7R,10S)-3-benzyloxycarbonylamino-6,7-epoxy-10-triethylsilyloxy-1-oxaspiro[4,5]dec-6-ene-2,8-dione
CAS No.:942618-43-1
Molecular Formula:C₂₃H₃₁NO₇Si
Molecular Weight:461.587
Hs Code.:

Synonyms:(3S,5S,6S,7R,10S)-3-benzyloxycarbonylamino-6,7-epoxy-10-triethylsilyloxy-1-oxaspiro[4,5]dec-6-ene-2,8-dione

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Chemical Property of (3S,5S,6S,7R,10S)-3-benzyloxycarbonylamino-6,7-epoxy-10-triethylsilyloxy-1-oxaspiro[4,5]dec-6-ene-2,8-dione

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Technology Process of (3S,5S,6S,7R,10S)-3-benzyloxycarbonylamino-6,7-epoxy-10-triethylsilyloxy-1-oxaspiro[4,5]dec-6-ene-2,8-dione

There total 6 articles about (3S,5S,6S,7R,10S)-3-benzyloxycarbonylamino-6,7-epoxy-10-triethylsilyloxy-1-oxaspiro[4,5]dec-6-ene-2,8-dione 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: 77.0%

: 942618-32-8
(3S,5S,10S)-3-benzyloxycarbonylamino-10-triethylsilyloxy-1-oxaspiro[4,5]dec-6-ene-2,8-dione

: 942618-43-1
(3S,5S,6S,7R,10S)-3-benzyloxycarbonylamino-6,7-epoxy-10-triethylsilyloxy-1-oxaspiro[4,5]dec-6-ene-2,8-dione

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 3h;
DOI:10.1021/jo070337k

Reference yield:

: 942618-30-6
(4S)-4-benzyloxycarbonylamino-6',7'-epoxy-1',3,4,4',4'a,8'a-hexahydrospiro[furan-2(5H),5'(8'H)-1',4'-methanonaphthalene]-5',8'-dione

: 942618-43-1
(3S,5S,6S,7R,10S)-3-benzyloxycarbonylamino-6,7-epoxy-10-triethylsilyloxy-1-oxaspiro[4,5]dec-6-ene-2,8-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / SmI₂ / methanol; tetrahydrofuran / 1 h / 78 °C

2: 100 percent / imidazole / CH₂Cl₂ / 14 h / 20 °C

3: 100 percent / maleic anhydride / diphenyl ether / 1 h / 230 °C

4: 77 percent / aq. H₂O₂; aq. LiOH / tetrahydrofuran / 3 h / 0 °C

With 1H-imidazole; maleic anhydride; lithium hydroxide; samarium diiodide; dihydrogen peroxide; In tetrahydrofuran; methanol; diphenylether; dichloromethane;
DOI:10.1021/jo070337k

Reference yield:

: 942618-57-7
C₂₂H₂₃NO₆

: 942618-43-1
(3S,5S,6S,7R,10S)-3-benzyloxycarbonylamino-6,7-epoxy-10-triethylsilyloxy-1-oxaspiro[4,5]dec-6-ene-2,8-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / imidazole / CH₂Cl₂ / 14 h / 20 °C

2: 100 percent / maleic anhydride / diphenyl ether / 1 h / 230 °C

3: 77 percent / aq. H₂O₂; aq. LiOH / tetrahydrofuran / 3 h / 0 °C

With 1H-imidazole; maleic anhydride; lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; diphenylether; dichloromethane;
DOI:10.1021/jo070337k