1-Oxa-7-azaspiro[4.4]non-2-ene-4,6-dione, 8-benzoyl-2-[(2S,4S,5S)-5-(1Z)-1-butenyl-2-methyl-1,3-dioxolan-4-yl]-8, 9-dihydroxy-3-methyl-, (5S,8S,9R)-

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Chemical Name:1-Oxa-7-azaspiro[4.4]non-2-ene-4,6-dione, 8-benzoyl-2-[(2S,4S,5S)-5-(1Z)-1-butenyl-2-methyl-1,3-dioxolan-4-yl]-8, 9-dihydroxy-3-methyl-, (5S,8S,9R)-
CAS No.:562858-39-3
Molecular Formula:C23H25NO8
Molecular Weight:443.453
Hs Code.:

Synonyms:

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Chemical Property of 1-Oxa-7-azaspiro[4.4]non-2-ene-4,6-dione, 8-benzoyl-2-[(2S,4S,5S)-5-(1Z)-1-butenyl-2-methyl-1,3-dioxolan-4-yl]-8, 9-dihydroxy-3-methyl-, (5S,8S,9R)-

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

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Technology Process of 1-Oxa-7-azaspiro[4.4]non-2-ene-4,6-dione, 8-benzoyl-2-[(2S,4S,5S)-5-(1Z)-1-butenyl-2-methyl-1,3-dioxolan-4-yl]-8, 9-dihydroxy-3-methyl-, (5S,8S,9R)-

There total 4 articles about 1-Oxa-7-azaspiro[4.4]non-2-ene-4,6-dione, 8-benzoyl-2-[(2S,4S,5S)-5-(1Z)-1-butenyl-2-methyl-1,3-dioxolan-4-yl]-8, 9-dihydroxy-3-methyl-, (5S,8S,9R)- 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: 60.0%

: 562858-37-1
(5S,8S,9R)-8-benzoyl-2-((2S,4S,5S)-(Z)-5-(but-1-enyl)-2-methyl-[1,3]dioxolan-4-yl)-8-hydroxy-3-methyl-9-triisopropylsiloxy-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

: 562858-39-3
(5S,8S,9R)-8-benzoyl-2-((2S,4S,5S)-(Z)-5-(but-1-enyl)-2-methyl-[1,3]dioxolan-4-yl)-8,9-dihydroxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

Guidance literature:: With ammonium fluoride; In methanol; at 20 ℃; for 2.5h;
DOI:10.1021/ol034630s

Reference yield:

: (3S,4S)-(Z)-5-benzylidene-3-[3-((2S,4R,5S)-5-(but-1-enyl)-2-methyl-[1,3]dioxolan-4-yl)-4-hydroxy-2-methylpropionyl]-3-hydroxy-4-triisopropylsiloxypyrrolidin-2-one

: 562858-39-3
(5S,8S,9R)-8-benzoyl-2-((2S,4S,5S)-(Z)-5-(but-1-enyl)-2-methyl-[1,3]dioxolan-4-yl)-8,9-dihydroxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: Dess-Martin periodinane / CH₂Cl₂ / 1.08 h / 0 - 20 °C

1.2: Merk Silica Gel 60 F₂₅₄ / ethyl acetate; hexane

1.3: 68 percent / Merk Silica Gel 60 F₂₅₄ / ethyl acetate; CHCl₃

2.1: 62 percent / dimethyldioxirane; molecular sieves 4 Angstroem / methanol / 10.5 h / -60 °C

3.1: 68 percent / Dess-Martin periodinane / CH₂Cl₂ / 2.5 h / 20 °C

4.1: 60 percent / NH₄F / methanol / 2.5 h / 20 °C

With ammonium fluoride; 4 A molecular sieve; 3,3-dimethyldioxirane; Dess-Martin periodane; In methanol; dichloromethane;
DOI:10.1021/ol034630s

Reference yield:

: 562858-34-8
(5S,9S)-(Z)-8-benzylidene-2-((2S,4S,5S)-(Z)-5-(but-1-enyl)-2-methyl-[1,3]dioxolan-4-yl)-3-methyl-9-triisopropylsiloxy-1-oxa-7-aza-spiro[4.4]non-2-ene-4,6-dione

: 562858-39-3
(5S,8S,9R)-8-benzoyl-2-((2S,4S,5S)-(Z)-5-(but-1-enyl)-2-methyl-[1,3]dioxolan-4-yl)-8,9-dihydroxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 62 percent / dimethyldioxirane; molecular sieves 4 Angstroem / methanol / 10.5 h / -60 °C

2: 68 percent / Dess-Martin periodinane / CH₂Cl₂ / 2.5 h / 20 °C

3: 60 percent / NH₄F / methanol / 2.5 h / 20 °C

With ammonium fluoride; 4 A molecular sieve; 3,3-dimethyldioxirane; Dess-Martin periodane; In methanol; dichloromethane;
DOI:10.1021/ol034630s