(S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(prop-2-ynyl((2,2,2-trichloroethoxy)carbonyl)amino)propanoate

Base Information

Chemical Name:(S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(prop-2-ynyl((2,2,2-trichloroethoxy)carbonyl)amino)propanoate
CAS No.:1234550-78-7
Molecular Formula:C₂₅H₂₅BrCl₃NO₆
Molecular Weight:621.74
Hs Code.:

Synonyms:(S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(prop-2-ynyl((2,2,2-trichloroethoxy)carbonyl)amino)propanoate

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Chemical Property of (S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(prop-2-ynyl((2,2,2-trichloroethoxy)carbonyl)amino)propanoate

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Technology Process of (S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(prop-2-ynyl((2,2,2-trichloroethoxy)carbonyl)amino)propanoate

There total 7 articles about (S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(prop-2-ynyl((2,2,2-trichloroethoxy)carbonyl)amino)propanoate 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: 93.0%

: 1234550-87-8
(S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(prop-2-ynylamino)propanoate

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 1234550-78-7
(S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(prop-2-ynyl((2,2,2-trichloroethoxy)carbonyl)amino)propanoate

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; water; at 0 ℃; for 2h;
DOI:10.1021/jo100788j

Reference yield:

: 1177255-35-4
(S)-methyl 3-(2-bromo-5-hydroxy-4-methoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)propanoate

: 1234550-78-7
(S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(prop-2-ynyl((2,2,2-trichloroethoxy)carbonyl)amino)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetra-(n-butyl)ammonium iodide; potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

2.1: methanol; acetyl chloride / dichloromethane / 5 h / 20 °C / Inert atmosphere

3.1: lithium hydroxide monohydrate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 20 h / 20 °C / Inert atmosphere; Molecular sieve

4.1: sodium hydrogencarbonate / dichloromethane; water / 2 h / 0 °C

With methanol; lithium hydroxide monohydrate; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; potassium carbonate; acetyl chloride; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo100788j

Reference yield:

: 1150635-60-1
C₂₂H₂₅NO₇

: 1234550-78-7
(S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(prop-2-ynyl((2,2,2-trichloroethoxy)carbonyl)amino)propanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: methanol; potassium carbonate / 1 h / 0 °C / Inert atmosphere

1.2: 0 °C / pH 3

2.1: 10% palladium on activated carbon; hydrogen / methanol / 10 h / 20 °C / 760.05 Torr

3.1: N-Bromosuccinimide / acetonitrile / 1 h / 0 °C / Inert atmosphere

4.1: tetra-(n-butyl)ammonium iodide; potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

5.1: methanol; acetyl chloride / dichloromethane / 5 h / 20 °C / Inert atmosphere

6.1: lithium hydroxide monohydrate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere; Molecular sieve

6.2: 20 h / 20 °C / Inert atmosphere; Molecular sieve

7.1: sodium hydrogencarbonate / dichloromethane; water / 2 h / 0 °C

With methanol; N-Bromosuccinimide; lithium hydroxide monohydrate; 10% palladium on activated carbon; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; potassium carbonate; acetyl chloride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo100788j