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

Base Information

Chemical Name:(3S,5S,10S)-3-benzyloxycarbonylamino-10-triethylsilyloxy-1-oxaspiro[4,5]dec-6-ene-2,8-dione
CAS No.:942618-32-8
Molecular Formula:C₂₃H₃₁NO₆Si
Molecular Weight:445.588
Hs Code.:

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

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

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

There total 5 articles about (3S,5S,10S)-3-benzyloxycarbonylamino-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: 100.0%

: 942618-31-7
(1S,4R,4'S,4aS,5S,6S,8aR)-4'-benzyloxycarbonylamino-6-triethylsilyloxy-1,3',4',4,4a,6,7,8a-octahydrospiro[furan-2'(5H),5(8H)-1,4-methanonaphthalene]-5',8-dione

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

Guidance literature:: With maleic anhydride; In diphenylether; at 230 ℃; for 1h;
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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 942618-57-7
C₂₂H₂₃NO₆

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With 1H-imidazole; maleic anhydride; In diphenylether; dichloromethane;
DOI:10.1021/jo070337k