(S)-N-[(S)-1-benzyl-2-hydroxyethyl]-2-[N-(tert.butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propionamide

Base Information

Chemical Name:(S)-N-[(S)-1-benzyl-2-hydroxyethyl]-2-[N-(tert.butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propionamide
CAS No.:291313-47-8
Molecular Formula:C₂₃H₃₀N₂O₅
Molecular Weight:414.502
Hs Code.:

Synonyms:(S)-N-[(S)-1-benzyl-2-hydroxyethyl]-2-[N-(tert.butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propionamide

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Chemical Property of (S)-N-[(S)-1-benzyl-2-hydroxyethyl]-2-[N-(tert.butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propionamide

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Technology Process of (S)-N-[(S)-1-benzyl-2-hydroxyethyl]-2-[N-(tert.butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propionamide

There total 1 articles about (S)-N-[(S)-1-benzyl-2-hydroxyethyl]-2-[N-(tert.butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propionamide 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: 52.0%

: 3182-95-4
L-Phenylalaninol

: 3978-80-1
Boc-Tyr-OH

: 291313-47-8
(S)-N-[(S)-1-benzyl-2-hydroxyethyl]-2-[N-(tert.butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propionamide

Guidance literature:: Boc-Tyr-OH; With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; for 0.5h;

L-Phenylalaninol; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 10h; Further stages.;
DOI:10.1021/jo000341v

Reference yield: 57.0%

: 291313-47-8
(S)-N-[(S)-1-benzyl-2-hydroxyethyl]-2-[N-(tert.butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propionamide

: 108-24-7
acetic anhydride

: 291313-44-5
(S)-N-[(S)-1-benzyl-2-hydroxyethyl]-3-(4-acetoxyphenyl)-2-[N-(tert.butoxycarbonyl)amino]propionamide

Guidance literature:: In sodium hydroxide; for 0.333333h;
DOI:10.1021/jo000341v

Reference yield:

: 291313-47-8
(S)-N-[(S)-1-benzyl-2-hydroxyethyl]-2-[N-(tert.butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propionamide

: [(S)-1-((S)-1-Hydroxymethyl-2-phenyl-ethyl)-2,8-dioxo-1-aza-spiro[4.5]deca-6,9-dien-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 57 percent / aq. NaOH / 0.33 h

2: 67 percent / Burgess reagent / tetrahydrofuran / 2 h / Heating

3: 81 percent / potassium carbonate / methanol / 1 h / 20 °C

4: iodobenzene diacetate / 2,2,2-trifluoro-ethanol / 0.5 h / 25 °C

With Burgess Reagent; [bis(acetoxy)iodo]benzene; potassium carbonate; In tetrahydrofuran; methanol; sodium hydroxide; 2,2,2-trifluoroethanol; 1: Acetoxylation / 2: Cyclization / 3: Deacetylation / 4: Oxidation;
DOI:10.1021/jo000341v