(R)-N-4'-(((3''-fluoro)phenoxy)methyl)benzyl 2-N-(tert-butoxycarbonyl)amino-3-hydroxypropionamide

Base Information

• Chemical Name: (R)-N-4'-(((3''-fluoro)phenoxy)methyl)benzyl 2-N-(tert-butoxycarbonyl)amino-3-hydroxypropionamide
• CAS No.: 1226776-09-5
• Molecular Formula: C₂₂H₂₇FN₂O₅
• Molecular Weight: 418.465

Synonyms:(R)-N-4'-(((3''-fluoro)phenoxy)methyl)benzyl 2-N-(tert-butoxycarbonyl)amino-3-hydroxypropionamide

Chemical Property of (R)-N-4'-(((3''-fluoro)phenoxy)methyl)benzyl 2-N-(tert-butoxycarbonyl)amino-3-hydroxypropionamide

Chemical Property:

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Technology Process of (R)-N-4'-(((3''-fluoro)phenoxy)methyl)benzyl 2-N-(tert-butoxycarbonyl)amino-3-hydroxypropionamide

There total 2 articles about (R)-N-4'-(((3''-fluoro)phenoxy)methyl)benzyl 2-N-(tert-butoxycarbonyl)amino-3-hydroxypropionamide 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: 28.0%

(R)-N-tert-butoxycarbonyl serine (3262-72-4,3850-40-6,6368-20-3,90582-28-8,84311-18-2) + 4-(((3'-fluoro)phenoxy)methyl)benzylamine hydrochloride (1262534-81-5) → (R)-N-4'-(((3''-fluoro)phenoxy)methyl)benzyl 2-N-(tert-butoxycarbonyl)amino-3-hydroxypropionamide (1226776-09-5)

Guidance literature:

(R)-N-tert-butoxycarbonyl serine; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

4-(((3'-fluoro)phenoxy)methyl)benzylamine hydrochloride; In tetrahydrofuran; at -78 - 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/jm200759t

Reference yield:

4-(((3'-fluoro)phenoxy)methyl)benzylamine (953750-66-8) + C13H23NO7 → (R)-N-4'-(((3''-fluoro)phenoxy)methyl)benzyl 2-N-(tert-butoxycarbonyl)amino-3-hydroxypropionamide (1226776-09-5)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm100185c

Reference yield: 91.0%

(R)-N-4'-(((3''-fluoro)phenoxy)methyl)benzyl 2-N-(tert-butoxycarbonyl)amino-3-hydroxypropionamide (1226776-09-5) + methyl iodide (74-88-4) → (R)-N-4'-(((3''-fluoro)phenoxy)methyl)benzyl 2-N-(tert-butoxycarbonyl)amino-3-methoxypropionamide (1226776-10-8)

Guidance literature:

With silver(l) oxide; In acetonitrile; at 20 ℃; for 96h; Inert atmosphere;

DOI:10.1021/jm100185c

upstream raw materials:

4-(((3'-fluoro)phenoxy)methyl)benzylamine

(R)-N-tert-butoxycarbonyl serine

4-(((3'-fluoro)phenoxy)methyl)benzylamine hydrochloride

Downstream raw materials:

(R)-N-4'-(((3''-fluoro)phenoxy)methyl)benzyl 2-N-(tert-butoxycarbonyl)amino-3-methoxypropionamide

(R)-N-(4-(3-fluorophenoxymethyl)benzyl)-2-amino-3-methoxypropionamide

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