(S)-2-Benzyloxycarbonylamino-3-(3-bromo-5-hydroxy-4-methoxy-phenyl)-propionic acid

Base Information

Chemical Name:(S)-2-Benzyloxycarbonylamino-3-(3-bromo-5-hydroxy-4-methoxy-phenyl)-propionic acid
CAS No.:412351-04-3
Molecular Formula:C₁₈H₁₈BrNO₆
Molecular Weight:424.248
Hs Code.:

Synonyms:(S)-2-Benzyloxycarbonylamino-3-(3-bromo-5-hydroxy-4-methoxy-phenyl)-propionic acid

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Chemical Property of (S)-2-Benzyloxycarbonylamino-3-(3-bromo-5-hydroxy-4-methoxy-phenyl)-propionic acid

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Technology Process of (S)-2-Benzyloxycarbonylamino-3-(3-bromo-5-hydroxy-4-methoxy-phenyl)-propionic acid

There total 5 articles about (S)-2-Benzyloxycarbonylamino-3-(3-bromo-5-hydroxy-4-methoxy-phenyl)-propionic acid 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%

: 579469-95-7
(S)-2-Benzyloxycarbonylamino-3-(3-bromo-5-hydroxy-4-methoxy-phenyl)-propionic acid methyl ester

: 412351-04-3
(S)-2-Benzyloxycarbonylamino-3-(3-bromo-5-hydroxy-4-methoxy-phenyl)-propionic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 1.5h;
DOI:10.1016/S0040-4039(01)02194-3

Reference yield:

: 110774-03-3
L-3-(3-acetyl-4-hydroxyphenyl)-N-(benzyloxycarbonyl)alanine methyl ester

: 412351-04-3
(S)-2-Benzyloxycarbonylamino-3-(3-bromo-5-hydroxy-4-methoxy-phenyl)-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / N-bromosuccinimide / acetonitrile / 18 h / 25 °C

2: 94 percent / K₂CO₃ / dimethylformamide / 5 h / 25 °C

3: 61 percent / CF₃CO₃H / CH₂Cl₂ / 48 h / Heating

4: 88 percent / HCl / dioxane / 2 h / 25 °C

5: 68 percent / LiOH / tetrahydrofuran; H₂O / 1.5 h / 0 °C

With hydrogenchloride; lithium hydroxide; N-Bromosuccinimide; trifluoroacetyl peroxide; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 3: Baeyer-Villiger oxidation;
DOI:10.1016/S0040-4039(01)02194-3

Reference yield:

: 579469-93-5
(S)-3-(3-Acetyl-5-bromo-4-hydroxy-phenyl)-2-benzyloxycarbonylamino-propionic acid methyl ester

: 412351-04-3
(S)-2-Benzyloxycarbonylamino-3-(3-bromo-5-hydroxy-4-methoxy-phenyl)-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / K₂CO₃ / dimethylformamide / 5 h / 25 °C

2: 61 percent / CF₃CO₃H / CH₂Cl₂ / 48 h / Heating

3: 88 percent / HCl / dioxane / 2 h / 25 °C

4: 68 percent / LiOH / tetrahydrofuran; H₂O / 1.5 h / 0 °C

With hydrogenchloride; lithium hydroxide; trifluoroacetyl peroxide; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 2: Baeyer-Villiger oxidation;
DOI:10.1016/S0040-4039(01)02194-3