<(2S,3R,4R)-5-(benzyloxy)-3-hydroxy-4-methyl-2-(methylamino)pentanoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

Base Information

Chemical Name:<(2S,3R,4R)-5-(benzyloxy)-3-hydroxy-4-methyl-2-(methylamino)pentanoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester
CAS No.:125782-59-4
Molecular Formula:C₅₀H₇₉N₇O₁₀
Molecular Weight:938.218
Hs Code.:

<(2S,3R,4R)-5-(benzyloxy)-3-hydroxy-4-methyl-2-(methylamino)pentanoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

Synonyms:<(2S,3R,4R)-5-(benzyloxy)-3-hydroxy-4-methyl-2-(methylamino)pentanoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

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Chemical Property of <(2S,3R,4R)-5-(benzyloxy)-3-hydroxy-4-methyl-2-(methylamino)pentanoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

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Technology Process of <(2S,3R,4R)-5-(benzyloxy)-3-hydroxy-4-methyl-2-(methylamino)pentanoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

There total 10 articles about <(2S,3R,4R)-5-(benzyloxy)-3-hydroxy-4-methyl-2-(methylamino)pentanoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl 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: 66.0%

: 125782-55-0
<<(4S,5R,1'R)-2,2,3-trimethyl-5-<2'-(benzyloxy)-1'-methylethyl>-4-oxazolidinyl>carbonyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

: 125782-59-4
<(2S,3R,4R)-5-(benzyloxy)-3-hydroxy-4-methyl-2-(methylamino)pentanoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

Guidance literature:: With hydrogenchloride; In methanol; for 12h; Ambient temperature;
DOI:10.1021/jm00167a026

Reference yield:

: 114762-43-5
(4S,2Z)-5-(benzyloxy)-4-methyl-2-penten-1-ol

: 125782-59-4
<(2S,3R,4R)-5-(benzyloxy)-3-hydroxy-4-methyl-2-(methylamino)pentanoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 92.3 percent / mCPBA / CH₂Cl₂ / 1.) -10 deg C, 1 h, 2.) 0 deg C, 1.5 h

2: 93 percent / Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

3: 84 percent / sodium hydride / tetrahydrofuran / 5.5 h

4: 80 percent / Jones reagent / acetone / 1 h

5: 81 percent / 2 N aq. KOH / 6 h / Heating

6: 24 h / Heating

7: 1.) N-methylmorpholine, N-hydroxybenzotriazole, 2.) DCC / 1.) acetone, THF, 2.) a.) 0 deg C, b.) room temp., 23 h

8: 66 percent / 1N aq. HCl / methanol / 12 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; potassium hydroxide; jones reagent; sodium hydride; benzotriazol-1-ol; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1021/jm00167a026

Reference yield:

: 125782-36-7
(2S,3R,4R)-5-(benzyloxy)-3-hydroxy-4-methyl-2-(methylamino)pentanoic acid

: 125782-59-4
<(2S,3R,4R)-5-(benzyloxy)-3-hydroxy-4-methyl-2-(methylamino)pentanoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 24 h / Heating

2: 1.) N-methylmorpholine, N-hydroxybenzotriazole, 2.) DCC / 1.) acetone, THF, 2.) a.) 0 deg C, b.) room temp., 23 h

3: 66 percent / 1N aq. HCl / methanol / 12 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In methanol;
DOI:10.1021/jm00167a026