(S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-(hydroxy-methyl)phenyl)propanoicacid

Base Information

• Chemical Name: (S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-(hydroxy-methyl)phenyl)propanoicacid
• CAS No.: 1228019-37-1
• Molecular Formula: C₁₅H₂₁NO₆
• Molecular Weight: 311.335

Synonyms:(S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-(hydroxy-methyl)phenyl)propanoicacid

Chemical Property of (S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-(hydroxy-methyl)phenyl)propanoicacid

Chemical Property:

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Technology Process of (S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-(hydroxy-methyl)phenyl)propanoicacid

There total 1 articles about (S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-(hydroxy-methyl)phenyl)propanoicacid 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: 85.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Boc-Tyr-OH (3978-80-1) → (S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-(hydroxy-methyl)phenyl)propanoicacid (1228019-37-1)

Guidance literature:

formaldehyd; Boc-Tyr-OH; With sodium borate decahydrate; sodium hydroxide; In water; at 40 ℃; for 72h;

With hydrogenchloride; In water; pH=3;

DOI:10.1016/j.tet.2010.04.065

Reference yield: 88.0%

(S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-(hydroxy-methyl)phenyl)propanoicacid (1228019-37-1) + methyl iodide (74-88-4) → methyl (S)-2-[(tert-butoxycarbonyl)amino]-3-[4-hydroxy-3-(hydroxymethyl)phenyl]propanoate (1228019-38-2)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 45h;

DOI:10.1021/jm301610q

Reference yield: 79.0%

(S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-(hydroxy-methyl)phenyl)propanoicacid (1228019-37-1) + (2S)-amino-4-methylpentanamide hydrochloride (10466-61-2) → tert-butyl ((S)-1-(((S)-1-amino-4-methyl-1-oxopentan-2-yl)amino)-3-(4-hydroxy-3-(hydroxy-methyl)phenyl)-1-oxopropan-2-yl)carbamate (1237528-13-0)

Guidance literature:

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; Cooling with ice;

DOI:10.1016/j.tet.2010.04.065

upstream raw materials:

formaldehyd

Boc-Tyr-OH

Downstream raw materials:

methyl (S)-2-[(tert-butoxycarbonyl)amino]-3-[4-hydroxy-3-(hydroxymethyl)phenyl]propanoate

tert-butyl ((S)-1-(((S)-1-amino-4-methyl-1-oxopentan-2-yl)amino)-3-(4-hydroxy-3-(hydroxy-methyl)phenyl)-1-oxopropan-2-yl)carbamate

methyl (2S)-2-((2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-hydroxy-2-oxo-4H-benzo[d][1,3,2]dioxaphosphinin-6-yl)propanoate

methyl (2S)-2-((2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(1-trityl-1H-imidazol-5-yl)propanamido)-3-(2-hydroxy-2-oxo-4H-benzo[d][1,3,2]dioxaphosphinin-6-yl)propanoate

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