N-(benzyloxycarbonyl)-3-bromo-5-(hydroxymethyl)-(S)-tyrosine methyl ester

Base Information

Chemical Name:N-(benzyloxycarbonyl)-3-bromo-5-(hydroxymethyl)-(S)-tyrosine methyl ester
CAS No.:206445-91-2
Molecular Formula:C₁₉H₂₀BrNO₆
Molecular Weight:438.275
Hs Code.:

Synonyms:N-(benzyloxycarbonyl)-3-bromo-5-(hydroxymethyl)-(S)-tyrosine methyl ester

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Chemical Property of N-(benzyloxycarbonyl)-3-bromo-5-(hydroxymethyl)-(S)-tyrosine methyl ester

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Technology Process of N-(benzyloxycarbonyl)-3-bromo-5-(hydroxymethyl)-(S)-tyrosine methyl ester

There total 4 articles about N-(benzyloxycarbonyl)-3-bromo-5-(hydroxymethyl)-(S)-tyrosine 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:

: (S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-3-hydroxymethyl-phenyl)-propionic acid methyl ester

: 206445-91-2
N-(benzyloxycarbonyl)-3-bromo-5-(hydroxymethyl)-(S)-tyrosine methyl ester

Guidance literature:: With N-Bromosuccinimide; In acetonitrile; at 20 ℃; for 18h;
DOI:10.1021/jo0610863

Reference yield:

: 1164-16-5
Z-L-Tyr-OH

: 206445-91-2
N-(benzyloxycarbonyl)-3-bromo-5-(hydroxymethyl)-(S)-tyrosine methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / borax; sodium hydroxide / H₂O / 120 h / 40 °C

2: thionyl chloride / 3 h / Heating

3: 550 mg / NBS / acetonitrile / 18 h / 20 °C

With borax; sodium hydroxide; N-Bromosuccinimide; thionyl chloride; In water; acetonitrile;
DOI:10.1021/jo0610863

Reference yield:

: 52186-44-4
(S)-N-benzyloxycarbonyl-4-hydroxy-3-hydroxymethylphenylalanine

: 206445-91-2
N-(benzyloxycarbonyl)-3-bromo-5-(hydroxymethyl)-(S)-tyrosine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride / 3 h / Heating

2: 550 mg / NBS / acetonitrile / 18 h / 20 °C

With N-Bromosuccinimide; thionyl chloride; In acetonitrile;
DOI:10.1021/jo0610863