(S)-N-benzyloxycarbonyl-4-hydroxy-3-hydroxymethylphenylalanine

Base Information

Chemical Name:(S)-N-benzyloxycarbonyl-4-hydroxy-3-hydroxymethylphenylalanine
CAS No.:52186-44-4
Molecular Formula:C₁₈H₁₉NO₆
Molecular Weight:345.352
Hs Code.:

Synonyms:(S)-N-benzyloxycarbonyl-4-hydroxy-3-hydroxymethylphenylalanine

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Chemical Property of (S)-N-benzyloxycarbonyl-4-hydroxy-3-hydroxymethylphenylalanine

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Technology Process of (S)-N-benzyloxycarbonyl-4-hydroxy-3-hydroxymethylphenylalanine

There total 4 articles about (S)-N-benzyloxycarbonyl-4-hydroxy-3-hydroxymethylphenylalanine 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: 88.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

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

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

Guidance literature:: With borax; sodium hydroxide; In water; at 40 ℃; for 120h;
DOI:10.1021/jo0610863

Reference yield: 85.0%

: 698386-62-8
(S)-2-(Benzyloxycarbonyl-hydroxymethyl-amino)-3-(4-hydroxy-3-hydroxymethyl-phenyl)-propionic acid

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

Guidance literature:: With sodium hydrogencarbonate; In methanol; water; for 0.166667h; Heating;
DOI:10.1016/j.tetasy.2004.02.031

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 steps

1: p-TsOH / toluene / 36 h / 25 °C

2: BCl₃ / CH₂Cl₂ / 3 h / 0 °C

3: 85 percent / NaHCO₃ / methanol; H₂O / 0.17 h / Heating

With boron trichloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; In methanol; dichloromethane; water; toluene;
DOI:10.1016/j.tetasy.2004.02.031