Acetamide, N-[(1R,2S)-2-methoxy-1-[(2R,3S)-1-[(4-methoxyphenyl)methyl]-5-oxo-3- (1Z)-1-propenyl-2-pyrrolidinyl]-2-methylpentyl]-

Base Information

Chemical Name:Acetamide, N-[(1R,2S)-2-methoxy-1-[(2R,3S)-1-[(4-methoxyphenyl)methyl]-5-oxo-3- (1Z)-1-propenyl-2-pyrrolidinyl]-2-methylpentyl]-
CAS No.:433711-84-3
Molecular Formula:C24H36N2O4
Molecular Weight:416.561
Hs Code.:

Synonyms:

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Chemical Property of Acetamide, N-[(1R,2S)-2-methoxy-1-[(2R,3S)-1-[(4-methoxyphenyl)methyl]-5-oxo-3- (1Z)-1-propenyl-2-pyrrolidinyl]-2-methylpentyl]-

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MSDS Files:: SDS file from LookChem

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Technology Process of Acetamide, N-[(1R,2S)-2-methoxy-1-[(2R,3S)-1-[(4-methoxyphenyl)methyl]-5-oxo-3- (1Z)-1-propenyl-2-pyrrolidinyl]-2-methylpentyl]-

There total 15 articles about Acetamide, N-[(1R,2S)-2-methoxy-1-[(2R,3S)-1-[(4-methoxyphenyl)methyl]-5-oxo-3- (1Z)-1-propenyl-2-pyrrolidinyl]-2-methylpentyl]- 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:

: 176108-62-6
(R)-4-but-3-enoyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 433711-84-3
N-{(2S)-methoxy-(1R)-[1-(4-methoxybenzyl)-5-oxo-(3S)-Z-propenylpyrrolidin-(2R)-yl]-(2S)-methylpentyl}-acetamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: 99 percent / H₂ / Pd/C / methanol / 14 h / 20 °C / atmospheric pressure

2.1: 92 percent / tetrahydrofuran / -78 - 20 °C

3.1: 99 percent / NaH; Bu₄NI / dimethylformamide / 16 h / 20 °C

4.1: 90 percent / p-TsOH; methanol / 0.5 h / 20 °C

5.1: SO₃*pyridine; Et₃N; DMSO / CH₂Cl₂ / 2 h / 20 °C

6.1: 90 percent / MgSO₄ / CH₂Cl₂ / 4 h / 20 °C

7.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

7.2: 90 percent / BF₃*Et₂O / tetrahydrofuran; hexane / 1 h / -78 °C

8.1: H₂ / Lindlar's catalyst / ethyl acetate / 20 °C / atmospheric pressure

9.1: 62 mg / Mo(CO)6 / acetonitrile; H₂O / Heating

10.1: CuBr*Me₂S / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

10.2: 91 percent / TMSCl; DMPU / tetrahydrofuran; diethyl ether / 1 h / -78 - -20 °C

11.1: TFA / CH₂Cl₂ / 2 h / 20 °C

12.1: 0.5 h / 20 °C

With methanol; n-butyllithium; copper(I) bromide dimethylsulfide complex; hexacarbonyl molybdenum; pyridine-SO₃ complex; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; magnesium sulfate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; palladium on activated charcoal; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 5.1: Parikh-Doering oxidation;
DOI:10.1021/ja0126226

Reference yield:

: 335693-75-9
(1S,2S)-(1-formyl-2-methoxy-2-methylpentyl)-carbamic acid tert-butyl ester

: 433711-84-3
N-{(2S)-methoxy-(1R)-[1-(4-methoxybenzyl)-5-oxo-(3S)-Z-propenylpyrrolidin-(2R)-yl]-(2S)-methylpentyl}-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 90 percent / MgSO₄ / CH₂Cl₂ / 4 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 90 percent / BF₃*Et₂O / tetrahydrofuran; hexane / 1 h / -78 °C

3.1: H₂ / Lindlar's catalyst / ethyl acetate / 20 °C / atmospheric pressure

4.1: 62 mg / Mo(CO)6 / acetonitrile; H₂O / Heating

5.1: CuBr*Me₂S / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

5.2: 91 percent / TMSCl; DMPU / tetrahydrofuran; diethyl ether / 1 h / -78 - -20 °C

6.1: TFA / CH₂Cl₂ / 2 h / 20 °C

7.1: 0.5 h / 20 °C

With n-butyllithium; copper(I) bromide dimethylsulfide complex; hexacarbonyl molybdenum; hydrogen; magnesium sulfate; trifluoroacetic acid; Lindlar's catalyst; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/ja0126226

Reference yield:

: 4-butyryl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 433711-84-3
N-{(2S)-methoxy-(1R)-[1-(4-methoxybenzyl)-5-oxo-(3S)-Z-propenylpyrrolidin-(2R)-yl]-(2S)-methylpentyl}-acetamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: 92 percent / tetrahydrofuran / -78 - 20 °C

2.1: 99 percent / NaH; Bu₄NI / dimethylformamide / 16 h / 20 °C

3.1: 90 percent / p-TsOH; methanol / 0.5 h / 20 °C

4.1: SO₃*pyridine; Et₃N; DMSO / CH₂Cl₂ / 2 h / 20 °C

5.1: 90 percent / MgSO₄ / CH₂Cl₂ / 4 h / 20 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

6.2: 90 percent / BF₃*Et₂O / tetrahydrofuran; hexane / 1 h / -78 °C

7.1: H₂ / Lindlar's catalyst / ethyl acetate / 20 °C / atmospheric pressure

8.1: 62 mg / Mo(CO)6 / acetonitrile; H₂O / Heating

9.1: CuBr*Me₂S / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

9.2: 91 percent / TMSCl; DMPU / tetrahydrofuran; diethyl ether / 1 h / -78 - -20 °C

10.1: TFA / CH₂Cl₂ / 2 h / 20 °C

11.1: 0.5 h / 20 °C

With methanol; n-butyllithium; copper(I) bromide dimethylsulfide complex; hexacarbonyl molybdenum; pyridine-SO₃ complex; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; magnesium sulfate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; Lindlar's catalyst; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 4.1: Parikh-Doering oxidation;
DOI:10.1021/ja0126226