(4S,5R)-4-Hydroxy-1-[6-((E)-3-oxo-but-1-enyl)-benzo[1,3]dioxol-5-ylmethyl]-5-phenylselanyl-pyrrolidin-2-one

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Chemical Name:(4S,5R)-4-Hydroxy-1-[6-((E)-3-oxo-but-1-enyl)-benzo[1,3]dioxol-5-ylmethyl]-5-phenylselanyl-pyrrolidin-2-one
CAS No.:218272-99-2
Molecular Formula:C₂₂H₂₁NO₅Se
Molecular Weight:458.372
Hs Code.:

Synonyms:(4S,5R)-4-Hydroxy-1-[6-((E)-3-oxo-but-1-enyl)-benzo[1,3]dioxol-5-ylmethyl]-5-phenylselanyl-pyrrolidin-2-one

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Chemical Property of (4S,5R)-4-Hydroxy-1-[6-((E)-3-oxo-but-1-enyl)-benzo[1,3]dioxol-5-ylmethyl]-5-phenylselanyl-pyrrolidin-2-one

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Technology Process of (4S,5R)-4-Hydroxy-1-[6-((E)-3-oxo-but-1-enyl)-benzo[1,3]dioxol-5-ylmethyl]-5-phenylselanyl-pyrrolidin-2-one

There total 8 articles about (4S,5R)-4-Hydroxy-1-[6-((E)-3-oxo-but-1-enyl)-benzo[1,3]dioxol-5-ylmethyl]-5-phenylselanyl-pyrrolidin-2-one 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: 94.9%

: 218272-98-1
(4S,5R)-4-Hydroxy-1-{6-[(E)-2-(2-methyl-[1,3]dioxolan-2-yl)-vinyl]-benzo[1,3]dioxol-5-ylmethyl}-5-phenylselanyl-pyrrolidin-2-one

: 218272-99-2
(4S,5R)-4-Hydroxy-1-[6-((E)-3-oxo-but-1-enyl)-benzo[1,3]dioxol-5-ylmethyl]-5-phenylselanyl-pyrrolidin-2-one

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; for 1h; Ambient temperature;

Reference yield:

: 6642-34-8
6-bromopiperonyl alcohol

: 218272-99-2
(4S,5R)-4-Hydroxy-1-[6-((E)-3-oxo-but-1-enyl)-benzo[1,3]dioxol-5-ylmethyl]-5-phenylselanyl-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, from -78 deg C to RT

2: 94.3 percent / benzene / 2 h / Heating

3: 100 percent / PPh₃, DEAD / tetrahydrofuran / 0.67 h / Ambient temperature

4: p-TsOH*H₂O, triethyl orthoformate / tetrahydrofuran / 2 h / Ambient temperature

5: NaBH₄ / tetrahydrofuran / 0.17 h / 0 °C

6: Bu₃P / 1,2-dimethoxy-ethane / 1 h / Heating

7: NaBH₄ / 1,2-dimethoxy-ethane / 1 h / Heating

8: 94.9 percent / 6N HCl / tetrahydrofuran / 1 h / Ambient temperature

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; tributylphosphine; toluene-4-sulfonic acid; orthoformic acid triethyl ester; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,2-dimethoxyethane; benzene;

Reference yield:

: 218272-92-5
6-hydroxymethylpiperonal

: 218272-99-2
(4S,5R)-4-Hydroxy-1-[6-((E)-3-oxo-but-1-enyl)-benzo[1,3]dioxol-5-ylmethyl]-5-phenylselanyl-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 94.3 percent / benzene / 2 h / Heating

2: 100 percent / PPh₃, DEAD / tetrahydrofuran / 0.67 h / Ambient temperature

3: p-TsOH*H₂O, triethyl orthoformate / tetrahydrofuran / 2 h / Ambient temperature

4: NaBH₄ / tetrahydrofuran / 0.17 h / 0 °C

5: Bu₃P / 1,2-dimethoxy-ethane / 1 h / Heating

6: NaBH₄ / 1,2-dimethoxy-ethane / 1 h / Heating

7: 94.9 percent / 6N HCl / tetrahydrofuran / 1 h / Ambient temperature

With hydrogenchloride; sodium tetrahydroborate; tributylphosphine; toluene-4-sulfonic acid; orthoformic acid triethyl ester; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,2-dimethoxyethane; benzene;