Acetic acid (2R,3R,3aS,12bS,12cS)-5-oxo-2-phenylselanyl-1,2,3a,4,5,7,12b,12c-octahydro-3H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3R,3aS,12bS,12cS)-5-oxo-2-phenylselanyl-1,2,3a,4,5,7,12b,12c-octahydro-3H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-3-yl ester
CAS No.:73820-52-7
Molecular Formula:C₂₄H₂₃NO₅Se
Molecular Weight:484.41
Hs Code.:

Acetic acid (2R,3R,3aS,12bS,12cS)-5-oxo-2-phenylselanyl-1,2,3a,4,5,7,12b,12c-octahydro-3H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-3-yl ester

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Chemical Property of Acetic acid (2R,3R,3aS,12bS,12cS)-5-oxo-2-phenylselanyl-1,2,3a,4,5,7,12b,12c-octahydro-3H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-3-yl ester

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Technology Process of Acetic acid (2R,3R,3aS,12bS,12cS)-5-oxo-2-phenylselanyl-1,2,3a,4,5,7,12b,12c-octahydro-3H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-3-yl ester

There total 16 articles about Acetic acid (2R,3R,3aS,12bS,12cS)-5-oxo-2-phenylselanyl-1,2,3a,4,5,7,12b,12c-octahydro-3H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-3-yl ester 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: 57.0%

: 34837-55-3
Phenylselenyl bromide

: 127-08-2
potassium acetate

: 73034-18-1
3a,4,7,12b-tetrahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-5(3a1H)-one

: 73820-52-7
Acetic acid (2R,3R,3aS,12bS,12cS)-5-oxo-2-phenylselanyl-1,2,3a,4,5,7,12b,12c-octahydro-3H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-3-yl ester

: 73820-53-8,73824-82-5
(+/-)-2α-acetoxy-3β-benzeneselenenyl-α-lycoran-5-one

: 73820-53-8,73824-82-5
Acetic acid (2R,3R,3aS,12bS,12cS)-5-oxo-3-phenylselanyl-1,2,3a,4,5,7,12b,12c-octahydro-3H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-2-yl ester

Guidance literature:: In acetic acid; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(01)91130-5

Reference yield:

: 93397-10-5
3-benzylamino-4-(3,4-methylenedioxyphenyl)cyclohexanone ethylene ketal

: 73820-52-7
Acetic acid (2R,3R,3aS,12bS,12cS)-5-oxo-2-phenylselanyl-1,2,3a,4,5,7,12b,12c-octahydro-3H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-3-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 2) 6N HCl / 1) MeOH, room temperature, 5 min; 2) 2 h, room temperature

2: 61.5 percent / H₂, 6N HCl / 10percent Pd-C / methanol / 8 h / 23 °C / 760 Torr

3: 75.2 percent / pyridine / CH₂Cl₂ / 1.5 h / Ambient temperature

4: 1) KOt-Bu; / 1) t-BuOH, 120 deg C, 10 min;

5: 10percent HCl

6: 43 percent / NaBH₃CN / methanol / 72 h / Ambient temperature

7: 95 percent / MCPBA / CHCl₃ / 1.5 h / -18 °C

8: 73.1 percent / 200 °C

9: 19 percent / acetic acid / 3 h / Ambient temperature

With pyridine; hydrogenchloride; potassium tert-butylate; hydrogen; sodium cyanoborohydride; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; dichloromethane; chloroform; acetic acid;
DOI:10.1016/S0040-4020(01)91130-5

Reference yield:

: N-((7S,8R)-8-Benzo[1,3]dioxol-5-yl-1,4-dioxa-spiro[4.5]dec-7-yl)-benzamide

: 73820-52-7
Acetic acid (2R,3R,3aS,12bS,12cS)-5-oxo-2-phenylselanyl-1,2,3a,4,5,7,12b,12c-octahydro-3H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-3-yl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 71.8 percent / LiAlH₄ / tetrahydrofuran / 20 h / Heating

2: 2) 6N HCl / 1) MeOH, room temperature, 5 min; 2) 2 h, room temperature

3: 61.5 percent / H₂, 6N HCl / 10percent Pd-C / methanol / 8 h / 23 °C / 760 Torr

4: 75.2 percent / pyridine / CH₂Cl₂ / 1.5 h / Ambient temperature

5: 1) KOt-Bu; / 1) t-BuOH, 120 deg C, 10 min;

6: 10percent HCl

7: 43 percent / NaBH₃CN / methanol / 72 h / Ambient temperature

8: 95 percent / MCPBA / CHCl₃ / 1.5 h / -18 °C

9: 73.1 percent / 200 °C

10: 19 percent / acetic acid / 3 h / Ambient temperature

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; potassium tert-butylate; hydrogen; sodium cyanoborohydride; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; acetic acid;
DOI:10.1016/S0040-4020(01)91130-5