<(2S,3R,6E)-3-hydroxy-2-(methylamino)-6-octenoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

Base Information

• Chemical Name: <(2S,3R,6E)-3-hydroxy-2-(methylamino)-6-octenoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester
• CAS No.: 124562-29-4
• Molecular Formula: C₄₅H₇₅N₇O₉
• Molecular Weight: 858.132
• Mol file: 124562-29-4.mol

Synonyms:<(2S,3R,6E)-3-hydroxy-2-(methylamino)-6-octenoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

Chemical Property of <(2S,3R,6E)-3-hydroxy-2-(methylamino)-6-octenoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <(2S,3R,6E)-3-hydroxy-2-(methylamino)-6-octenoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

There total 6 articles about <(2S,3R,6E)-3-hydroxy-2-(methylamino)-6-octenoyl>-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:

C48H79N7O9 (124562-27-2) → <(2S,3R,6E)-3-hydroxy-2-(methylamino)-6-octenoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester (124562-29-4)

Guidance literature:

With hydrogenchloride; In methanol; for 48h; Yield given; Ambient temperature;

DOI:10.1021/jm00165a018

Reference yield:

(2S,3R,6E)-3-hydroxy-2-(methylamino)-6-octenoic acid (104324-14-3) → <(2S,3R,6E)-3-hydroxy-2-(methylamino)-6-octenoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester (124562-29-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 24 h / Heating

2: N-methylmorpholine, N-hydroxybenzotriazole, DCC / tetrahydrofuran / 1.) 0 deg C, 0.5 h, 2.) RT, 26 h

3: 1N HCl / methanol / 48 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol;

DOI:10.1021/jm00165a018

Reference yield:

(2S,3R,6E)-2,3-epoxy-1-<(N-methylcarbamoyl)oxy>-6-octene (124562-09-0) → <(2S,3R,6E)-3-hydroxy-2-(methylamino)-6-octenoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester (124562-29-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 94 percent / NaH / tetrahydrofuran / 20 h / Ambient temperature

2: 67 percent / Jones reagent / acetone / 1 h

3: 95 percent / 2N aq. KOH, Dowex H⁺ / 5 h / Heating

4: 24 h / Heating

5: N-methylmorpholine, N-hydroxybenzotriazole, DCC / tetrahydrofuran / 1.) 0 deg C, 0.5 h, 2.) RT, 26 h

6: 1N HCl / methanol / 48 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; potassium hydroxide; jones reagent; Dowex H⁺; sodium hydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; acetone;

DOI:10.1021/jm00165a018

upstream raw materials:

C₄₈H₇₉N₇O₉

(2S,3R,6E)-3-hydroxy-2-(methylamino)-6-octenoic acid

(3'E,4R,5R)-4-(hydroxymethyl)-3-methyl-5-(3'-pentenyl)-2-oxazolidinone

(2S,3R,6E)-2,3-epoxy-1-<(N-methylcarbamoyl)oxy>-6-octene

Downstream raw materials:

<(9-fluorenylmethyl)oxycarbonyl>-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl<(2S,3R,6E)-3-hydroxy-2-(methylamino)-6-octenoyl>-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester