N-(tert-butylcarbonyl)-2-trimethylstannyl-3,4-di(methoxy)-L-phenylalanine methyl ester

Base Information

Chemical Name:N-(tert-butylcarbonyl)-2-trimethylstannyl-3,4-di(methoxy)-L-phenylalanine methyl ester
CAS No.:1612798-74-9
Molecular Formula:C₂₀H₃₃NO₅Sn
Molecular Weight:486.196
Hs Code.:

Synonyms:N-(tert-butylcarbonyl)-2-trimethylstannyl-3,4-di(methoxy)-L-phenylalanine methyl ester

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Chemical Property of N-(tert-butylcarbonyl)-2-trimethylstannyl-3,4-di(methoxy)-L-phenylalanine methyl ester

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Technology Process of N-(tert-butylcarbonyl)-2-trimethylstannyl-3,4-di(methoxy)-L-phenylalanine methyl ester

There total 4 articles about N-(tert-butylcarbonyl)-2-trimethylstannyl-3,4-di(methoxy)-L-phenylalanine methyl 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: 68.0%

: 1612798-73-8
N-(tert-butylcarbonyl)-2-iodo-3,4-di(methoxy)-L-phenylalanine methyl ester

: 661-69-8
hexamethyldistannane

: 1612798-74-9
N-(tert-butylcarbonyl)-2-trimethylstannyl-3,4-di(methoxy)-L-phenylalanine methyl ester

Guidance literature:: N-(tert-butylcarbonyl)-2-iodo-3,4-di(methoxy)-L-phenylalanine methyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In toluene; at 20 ℃; Glovebox;

hexamethyldistannane; In toluene; at 100 ℃; for 2h; Sealed tube;
DOI:10.1021/ol501243g

Reference yield:

: 59-92-7,90638-38-3
levodopa

: 1612798-74-9
N-(tert-butylcarbonyl)-2-trimethylstannyl-3,4-di(methoxy)-L-phenylalanine methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: thionyl chloride / 22 h / 50 °C

2.1: pyridine / 20 h / 20 °C

3.1: iodine; bis-[(trifluoroacetoxy)iodo]benzene / dichloromethane / 20 °C / Cooling with ice

4.1: sodium methylate / N,N-dimethyl-formamide / 2 h / 20 °C / Sealed tube

4.2: 2 h / 20 °C

5.1: lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 20 °C / Glovebox

5.2: 2 h / 100 °C / Sealed tube

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; iodine; sodium methylate; bis-[(trifluoroacetoxy)iodo]benzene; lithium chloride; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol501243g

Reference yield:

: 1421-65-4
L-dopa methyl ester hydrochloride

: 1612798-74-9
N-(tert-butylcarbonyl)-2-trimethylstannyl-3,4-di(methoxy)-L-phenylalanine methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 20 h / 20 °C

2.1: iodine; bis-[(trifluoroacetoxy)iodo]benzene / dichloromethane / 20 °C / Cooling with ice

3.1: sodium methylate / N,N-dimethyl-formamide / 2 h / 20 °C / Sealed tube

3.2: 2 h / 20 °C

4.1: lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 20 °C / Glovebox

4.2: 2 h / 100 °C / Sealed tube

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; sodium methylate; bis-[(trifluoroacetoxy)iodo]benzene; lithium chloride; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol501243g