(2R,3R,4S)-2-(3-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-benzylamino)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid ethyl ester

Base Information

Chemical Name:(2R,3R,4S)-2-(3-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-benzylamino)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid ethyl ester
CAS No.:180968-14-3
Molecular Formula:C₃₄H₅₂N₄O₈
Molecular Weight:644.809
Hs Code.:

(2R,3R,4S)-2-(3-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-benzylamino)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid ethyl ester

Synonyms:(2R,3R,4S)-2-(3-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-benzylamino)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid ethyl ester

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Chemical Property of (2R,3R,4S)-2-(3-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-benzylamino)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid ethyl ester

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Technology Process of (2R,3R,4S)-2-(3-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-benzylamino)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid ethyl ester

There total 7 articles about (2R,3R,4S)-2-(3-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-benzylamino)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid ethyl 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: 55.0%

: 180968-11-0
(S)-2-Amino-N-{2-[2-(3-aminomethyl-phenoxy)-ethoxy]-ethyl}-3-methyl-butyramide

: (R)-3-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-oxirane-2-carboxylic acid ethyl ester

: 180968-14-3
(2R,3R,4S)-2-(3-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-benzylamino)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid ethyl ester

Guidance literature:: In ethanol; at 80 ℃; for 24h;
DOI:10.1021/jm950641i

Reference yield:

: 1149-26-4
(S)-N-(benzyloxycarbonyl)valine

: 180968-14-3
(2R,3R,4S)-2-(3-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-benzylamino)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / 1-hydroxybenzotriazole, N-ethyl-N'-(3-(dimethylamino)propyl)carbodiimide hydrochloride / dimethylformamide / 24 h / Ambient temperature

2: 84 percent / pyridine / CH₂Cl₂ / 12 h / 0 - 20 °C

3: 45 percent / K₂CO₃, tetrabutylammonium iodide / dimethylsulfoxide / 4 h / 70 °C

4: 86 percent / hydroxyammonium chloride, aq. AcONa / ethanol / 1.5 h / 60 °C

5: 48 percent / formic acid, H₂ / 10percent Pd/C / methanol / 3 h / 760 Torr

6: 55 percent / ethanol / 24 h / 80 °C

With pyridine; formic acid; hydroxylamine hydrochloride; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm950641i

Reference yield:

: 100-83-4
meta-hydroxybenzaldehyde

: 180968-14-3
(2R,3R,4S)-2-(3-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-benzylamino)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 45 percent / K₂CO₃, tetrabutylammonium iodide / dimethylsulfoxide / 4 h / 70 °C

2: 86 percent / hydroxyammonium chloride, aq. AcONa / ethanol / 1.5 h / 60 °C

3: 48 percent / formic acid, H₂ / 10percent Pd/C / methanol / 3 h / 760 Torr

4: 55 percent / ethanol / 24 h / 80 °C

With formic acid; hydroxylamine hydrochloride; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; potassium carbonate; palladium on activated charcoal; In methanol; ethanol; dimethyl sulfoxide;
DOI:10.1021/jm950641i