(S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)propanoate

Base Information

Chemical Name:(S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)propanoate
CAS No.:1234550-86-7
Molecular Formula:C₂₄H₃₀BrNO₆
Molecular Weight:508.409
Hs Code.:

Synonyms:(S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)propanoate

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Chemical Property of (S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)propanoate

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Technology Process of (S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)propanoate

There total 4 articles about (S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)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: 92.0%

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

: 100-39-0
benzyl bromide

: 1234550-86-7
(S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)propanoate

Guidance literature:: With tetra-(n-butyl)ammonium iodide; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/jo100788j

Reference yield:

: 1150635-60-1
C₂₂H₂₅NO₇

: 1234550-86-7
(S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)propanoate

Guidance literature:: Multi-step reaction with 4 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

With methanol; N-Bromosuccinimide; 10% palladium on activated carbon; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo100788j

Reference yield:

: C₂₀H₂₃NO₆

: 1234550-86-7
(S)-methyl 3-(5-(benzyloxy)-2-bromo-4-methoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 10% palladium on activated carbon; hydrogen / methanol / 10 h / 20 °C / 760.05 Torr

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

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

With N-Bromosuccinimide; 10% palladium on activated carbon; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo100788j