rel-(1R,6S,7S,8aS)-7-acetoxy-1-benzyl-6-(benzyloxymethyl)hexahydro-1-phenyl-3(2H)-indolizinone

Base Information

Chemical Name:rel-(1R,6S,7S,8aS)-7-acetoxy-1-benzyl-6-(benzyloxymethyl)hexahydro-1-phenyl-3(2H)-indolizinone
CAS No.:128562-24-3
Molecular Formula:C₃₁H₃₃NO₄
Molecular Weight:483.607
Hs Code.:

Synonyms:

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Chemical Property of rel-(1R,6S,7S,8aS)-7-acetoxy-1-benzyl-6-(benzyloxymethyl)hexahydro-1-phenyl-3(2H)-indolizinone

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Technology Process of rel-(1R,6S,7S,8aS)-7-acetoxy-1-benzyl-6-(benzyloxymethyl)hexahydro-1-phenyl-3(2H)-indolizinone

There total 8 articles about rel-(1R,6S,7S,8aS)-7-acetoxy-1-benzyl-6-(benzyloxymethyl)hexahydro-1-phenyl-3(2H)-indolizinone 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:

: 3464-18-4
3-phenylpyrrolidine-2,5-dione

: 128562-24-3
rel-(1R,6S,7S,8aS)-7-acetoxy-1-benzyl-6-(benzyloxymethyl)hexahydro-1-phenyl-3(2H)-indolizinone

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / PPh₃, dimethyl azodicarboxylate / tetrahydrofuran / 0.17 h / 0 °C

2: 97 percent / K₂CO₃ / dimethylformamide / 66 h / Ambient temperature

3: NaBH₄ / 2.75 h / 0 - 5 °C

4: formic acid / 18 h / Ambient temperature

5: 50percent sat. NH₃ / methanol / 1 h / 0 °C

6: 4-DMAP / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; ammonium hydroxide; sodium tetrahydroborate; potassium carbonate; dimethyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; methanol; formic acid; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89217-6

Reference yield:

: 87970-17-0
2-benzyloxymethyl-3-buten-1-ol

: 128562-24-3
rel-(1R,6S,7S,8aS)-7-acetoxy-1-benzyl-6-(benzyloxymethyl)hexahydro-1-phenyl-3(2H)-indolizinone

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / PPh₃, dimethyl azodicarboxylate / tetrahydrofuran / 0.17 h / 0 °C

2: 97 percent / K₂CO₃ / dimethylformamide / 66 h / Ambient temperature

3: NaBH₄ / 2.75 h / 0 - 5 °C

4: formic acid / 18 h / Ambient temperature

5: 50percent sat. NH₃ / methanol / 1 h / 0 °C

6: 4-DMAP / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; ammonium hydroxide; sodium tetrahydroborate; potassium carbonate; dimethyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; methanol; formic acid; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89217-6

Reference yield:

: 128562-09-4,128562-10-7
1-(2-(benzyloxymethyl)-3-butenyl)-3-phenyl-2,5-pyrrolidinedione

: 128562-24-3
rel-(1R,6S,7S,8aS)-7-acetoxy-1-benzyl-6-(benzyloxymethyl)hexahydro-1-phenyl-3(2H)-indolizinone

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / K₂CO₃ / dimethylformamide / 66 h / Ambient temperature

2: NaBH₄ / 2.75 h / 0 - 5 °C

3: formic acid / 18 h / Ambient temperature

4: 50percent sat. NH₃ / methanol / 1 h / 0 °C

5: 4-DMAP / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; ammonium hydroxide; sodium tetrahydroborate; potassium carbonate; In methanol; formic acid; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89217-6