1α-benzyloxy-12α,13α-epoxy-7α-hydroxy-4α,8β,13β-trimethyl-19-norpodocarpane-2,14-dione

Base Information

Chemical Name:1α-benzyloxy-12α,13α-epoxy-7α-hydroxy-4α,8β,13β-trimethyl-19-norpodocarpane-2,14-dione
CAS No.:204130-85-8
Molecular Formula:C₂₅H₃₂O₅
Molecular Weight:412.526
Hs Code.:

Synonyms:1α-benzyloxy-12α,13α-epoxy-7α-hydroxy-4α,8β,13β-trimethyl-19-norpodocarpane-2,14-dione

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Chemical Property of 1α-benzyloxy-12α,13α-epoxy-7α-hydroxy-4α,8β,13β-trimethyl-19-norpodocarpane-2,14-dione

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Technology Process of 1α-benzyloxy-12α,13α-epoxy-7α-hydroxy-4α,8β,13β-trimethyl-19-norpodocarpane-2,14-dione

There total 6 articles about 1α-benzyloxy-12α,13α-epoxy-7α-hydroxy-4α,8β,13β-trimethyl-19-norpodocarpane-2,14-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: 92.0%

: 204130-78-9
1α-benzyloxy-7α-(tert-butyldimethylsiloxy)-12α,13α-epoxy-4α,8β,13β-trimethyl-19-norpodocarpane-2,14-dione

: 204130-85-8
1α-benzyloxy-12α,13α-epoxy-7α-hydroxy-4α,8β,13β-trimethyl-19-norpodocarpane-2,14-dione

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 10 ℃;
DOI:10.1021/jo9718962

Reference yield:

: 204130-84-7
7α-(tert-butyldimethylsiloxy)-12α,13α-epoxy-1α-hydroxy-4,8β,13β-trimethyl-19-norpodocarp-3-ene-2,14-dione

: 204130-85-8
1α-benzyloxy-12α,13α-epoxy-7α-hydroxy-4α,8β,13β-trimethyl-19-norpodocarpane-2,14-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / H₂ / Pd/C / ethanol / 4 h / 20 °C

2.1: NaH / tetrahydrofuran / 1 h / 0 °C

2.2: 85 percent / TBAI / tetrahydrofuran / 0 - 20 °C

3.1: 92 percent / BF₃*Et₂O / CH₂Cl₂ / 0 - 10 °C

With boron trifluoride diethyl etherate; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 1.1: Catalytic hydrogenation / 2.1: Deprotonation / 2.2: Benzylation / 3.1: Desilylation;
DOI:10.1021/jo000877g

Reference yield:

: 204130-76-7
1α-acetoxy-7α-(tert-butyldimethylsiloxy)-12α,13α-epoxy-4,8β,13β-trimethyl-19-norpodocarp-3-ene-2,14-dione

: 204130-85-8
1α-benzyloxy-12α,13α-epoxy-7α-hydroxy-4α,8β,13β-trimethyl-19-norpodocarpane-2,14-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: 87 percent / K₂CO₃ / methanol / 4 h / 20 °C

2.1: 99 percent / H₂ / Pd/C / ethanol / 4 h / 20 °C

3.1: NaH / tetrahydrofuran / 1 h / 0 °C

3.2: 85 percent / TBAI / tetrahydrofuran / 0 - 20 °C

4.1: 92 percent / BF₃*Et₂O / CH₂Cl₂ / 0 - 10 °C

With boron trifluoride diethyl etherate; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1.1: Deacetylation / 2.1: Catalytic hydrogenation / 3.1: Deprotonation / 3.2: Benzylation / 4.1: Desilylation;
DOI:10.1021/jo000877g