cis-3-Acetyl-4-<2-(tert-butyldimethylsiloxy)ethyl>-5-(methoxycarbonyl)-1-(phenoxyacetyl)-2-pyrroline

Base Information

Chemical Name:cis-3-Acetyl-4-<2-(tert-butyldimethylsiloxy)ethyl>-5-(methoxycarbonyl)-1-(phenoxyacetyl)-2-pyrroline
CAS No.:137007-49-9
Molecular Formula:C₂₄H₃₅NO₆Si
Molecular Weight:461.631
Hs Code.:

Synonyms:cis-3-Acetyl-4-<2-(tert-butyldimethylsiloxy)ethyl>-5-(methoxycarbonyl)-1-(phenoxyacetyl)-2-pyrroline

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Chemical Property of cis-3-Acetyl-4-<2-(tert-butyldimethylsiloxy)ethyl>-5-(methoxycarbonyl)-1-(phenoxyacetyl)-2-pyrroline

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Technology Process of cis-3-Acetyl-4-<2-(tert-butyldimethylsiloxy)ethyl>-5-(methoxycarbonyl)-1-(phenoxyacetyl)-2-pyrroline

There total 3 articles about cis-3-Acetyl-4-<2-(tert-butyldimethylsiloxy)ethyl>-5-(methoxycarbonyl)-1-(phenoxyacetyl)-2-pyrroline 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:

: 96429-43-5
(E)-6-((tert-butyldimethylsilyl)oxy)hex-3-en-2-one

: 137007-49-9
cis-3-Acetyl-4-<2-(tert-butyldimethylsiloxy)ethyl>-5-(methoxycarbonyl)-1-(phenoxyacetyl)-2-pyrroline

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / TBAF / tetrahydrofuran / 1 h / -78 °C

2: 88 percent / MeOH / Zn(OAc)2 / dimethylsulfoxide / 55 °C

3: Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

With methanol; tetrabutyl ammonium fluoride; triethylamine; zinc diacetate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00026a035

Reference yield:

: 137007-43-3,137007-44-4
Methyl 3-<2-(tert-butyldimethylsiloxy)ethyl>-2-isocyano-5-(trimethylsiloxy)-4-hexenoate

: 137007-49-9
cis-3-Acetyl-4-<2-(tert-butyldimethylsiloxy)ethyl>-5-(methoxycarbonyl)-1-(phenoxyacetyl)-2-pyrroline

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / MeOH / Zn(OAc)2 / dimethylsulfoxide / 55 °C

2: Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

With methanol; triethylamine; zinc diacetate; In dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00026a035

Reference yield:

: 14316-61-1
phenoxyacetic anhydride

: 137007-45-5,137007-46-6
3-Acetyl-4-<2-(tert-butyldimethylsiloxy)ethyl>-5-(methylcarbonyl)-2-pyrroline

: 137007-48-8
trans-3-Acetyl-4-<2-(tert-butyldimethylsiloxy)ethyl>-5-(methoxycarbonyl)-1-(phenoxyacetyl)-2-pyrroline

: 137007-49-9
cis-3-Acetyl-4-<2-(tert-butyldimethylsiloxy)ethyl>-5-(methoxycarbonyl)-1-(phenoxyacetyl)-2-pyrroline

Guidance literature:: With triethylamine; In dichloromethane; for 4h; Yield given. Yields of byproduct given; Ambient temperature;
DOI:10.1021/jo00026a035