(4RS,5RS)-1-Methyl-3-oxa-4-<<(tetrahydropyranyl)oxy>methyl>-5-(1'-hydroxycinnamyl)-5-methoxy-2-pyrrolidinone

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Chemical Name:(4RS,5RS)-1-Methyl-3-oxa-4-<<(tetrahydropyranyl)oxy>methyl>-5-(1'-hydroxycinnamyl)-5-methoxy-2-pyrrolidinone
CAS No.:73062-12-1
Molecular Formula:C₂₀H₂₇NO₆
Molecular Weight:377.437
Hs Code.:

Synonyms:(4RS,5RS)-1-Methyl-3-oxa-4-<<(tetrahydropyranyl)oxy>methyl>-5-(1'-hydroxycinnamyl)-5-methoxy-2-pyrrolidinone

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Chemical Property of (4RS,5RS)-1-Methyl-3-oxa-4-<<(tetrahydropyranyl)oxy>methyl>-5-(1'-hydroxycinnamyl)-5-methoxy-2-pyrrolidinone

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Technology Process of (4RS,5RS)-1-Methyl-3-oxa-4-<<(tetrahydropyranyl)oxy>methyl>-5-(1'-hydroxycinnamyl)-5-methoxy-2-pyrrolidinone

There total 1 articles about (4RS,5RS)-1-Methyl-3-oxa-4-<<(tetrahydropyranyl)oxy>methyl>-5-(1'-hydroxycinnamyl)-5-methoxy-2-pyrrolidinone 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: 98.8%

: 73062-10-9
(4RS,5SR)-1-Methyl-3-oxa-4-<<(tetrahydropyranyl)oxy>methyl>-5-cinnamoyl-5-methyl-2-pyrrolidinone

: 73062-12-1
(4RS,5RS)-1-Methyl-3-oxa-4-<<(tetrahydropyranyl)oxy>methyl>-5-(1'-hydroxycinnamyl)-5-methoxy-2-pyrrolidinone

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h;
DOI:10.1021/jo01296a021

Reference yield:

: 73062-12-1
(4RS,5RS)-1-Methyl-3-oxa-4-<<(tetrahydropyranyl)oxy>methyl>-5-(1'-hydroxycinnamyl)-5-methoxy-2-pyrrolidinone

: 73062-31-4
1-Methyl-3-oxa-4-methyl-5-(1-methoxy-3-phenylpropyl)-5-methoxy-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / 1.) DME, 0 deg C, 0.5 h, 2.) 0 deg C, 1 h, 3.) 25 deg C, 3 h

2: p-TsOH / methanol / 24 h / 25 °C

3: 100 percent / pyridine / 20 h / 25 °C

4: 23.8 mg / dimethylformamide; ethanol / 1.) 0 deg C, 0.5 h, 2.) 25 deg C, 3 h

5: 32 percent / Raney nickel (deactivated) / acetone / 3 h / Heating

With Raney nickel (deactivated); sodium hydride; toluene-4-sulfonic acid; In pyridine; methanol; ethanol; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo01296a021

Reference yield:

: 73062-12-1
(4RS,5RS)-1-Methyl-3-oxa-4-<<(tetrahydropyranyl)oxy>methyl>-5-(1'-hydroxycinnamyl)-5-methoxy-2-pyrrolidinone

: 73062-19-8
(4RS,5RS)-1-Methyl-3-oxa-4-methyl-5-(1'-methoxycinnamyl)-5-hydroxy-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 6 steps

1: NaH / 1.) DME, 0 deg C, 0.5 h, 2.) 0 deg C, 1 h, 3.) 25 deg C, 3 h

2: p-TsOH / methanol / 24 h / 25 °C

3: 100 percent / pyridine / 20 h / 25 °C

4: 23.8 mg / dimethylformamide; ethanol / 1.) 0 deg C, 0.5 h, 2.) 25 deg C, 3 h

5: 43 percent / Raney nickel (deactivated) / acetone / 3 h / Heating

6: 3.9 mg / 0.2 N HCl / tetrahydrofuran / 1.5 h / 25 °C

With hydrogenchloride; Raney nickel (deactivated); sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; methanol; ethanol; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo01296a021