<(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylaino)-6-octenoyl>-L-2-aminobutyryl-(2S)-<(3S)-3-(N-methylamino)-2-oxo-1-piperidinyl>-4-methyl-2-pentanyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

Base Information

Chemical Name:<(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylaino)-6-octenoyl>-L-2-aminobutyryl-(2S)-<(3S)-3-(N-methylamino)-2-oxo-1-piperidinyl>-4-methyl-2-pentanyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester
CAS No.:115141-95-2
Molecular Formula:C₄₈H₇₉N₇O₉
Molecular Weight:898.197
Hs Code.:

<(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylaino)-6-octenoyl>-L-2-aminobutyryl-(2S)-<(3S)-3-(N-methylamino)-2-oxo-1-piperidinyl>-4-methyl-2-pentanyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

Synonyms:<(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylaino)-6-octenoyl>-L-2-aminobutyryl-(2S)-<(3S)-3-(N-methylamino)-2-oxo-1-piperidinyl>-4-methyl-2-pentanyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

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Chemical Property of <(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylaino)-6-octenoyl>-L-2-aminobutyryl-(2S)-<(3S)-3-(N-methylamino)-2-oxo-1-piperidinyl>-4-methyl-2-pentanyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

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Technology Process of <(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylaino)-6-octenoyl>-L-2-aminobutyryl-(2S)-<(3S)-3-(N-methylamino)-2-oxo-1-piperidinyl>-4-methyl-2-pentanyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

There total 14 articles about <(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylaino)-6-octenoyl>-L-2-aminobutyryl-(2S)-<(3S)-3-(N-methylamino)-2-oxo-1-piperidinyl>-4-methyl-2-pentanyl-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: 74.0%

: 115160-85-5
<(4S,5R,1'R,3'E)-2,2,3-trimethyl-5-(1'-methyl-3'-pentenyl)-4-oxazolidinylcarbonyl>-L-2-aminobutyryl-(2S)-<(3S)-3-(N-methylamino)-2-oxo-1-piperidinyl>-4-methyl-2-pentanyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

: 115141-95-2
<(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylaino)-6-octenoyl>-L-2-aminobutyryl-(2S)-<(3S)-3-(N-methylamino)-2-oxo-1-piperidinyl>-4-methyl-2-pentanyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

Guidance literature:: With hydrogenchloride; In methanol; for 24h; Ambient temperature;
DOI:10.1021/jm00117a022

Reference yield:

: 23632-67-9
(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid

: 115141-95-2
<(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylaino)-6-octenoyl>-L-2-aminobutyryl-(2S)-<(3S)-3-(N-methylamino)-2-oxo-1-piperidinyl>-4-methyl-2-pentanyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 11.0 g / BH₃*THF, diborane / tetrahydrofuran / 1.) -25 deg C, 1 h, 2.) 0 deg C, 4 h

2: 13.35 g / pyridine / CH₂Cl₂ / Ambient temperature

3: 58 percent / triethylsilane, TFA / CH₂Cl₂ / 22 h / Ambient temperature

4: 95 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride, diisopropylethylamine / CH₂Cl₂ / 0 deg C -> room temperature, overnight

5: 0.88 g / NaH / dimethylformamide; CH₂Cl₂ / 3 h / 0 °C

6: 93 percent / hydrogen / 10percent Pd/C / methanol / 9 h / Ambient temperature

7: 91 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et(i-Pr)2N / CH₂Cl₂ / 1.) 0 deg C, 5 h, 2.) 6 deg C, overnight

8: 99 percent / 1 N NaOH / methanol / 1.) 0 deg C, 1 h, 2.) room temperature, 2.5 h

9: 1.) pivaloyl chloride, N-methylmorpholine / 1.) CH₂Cl₂, -15 to -20 deg C, 4 h, 2.) -15 deg C, overnight

10: 0.42 g / TFA / CH₂Cl₂ / 16 h / -15 °C

11: 50 percent / N-methylmorpholine, N-hydroxybenzotriazole, DCC / acetone; tetrahydrofuran / 27 h / Ambient temperature

12: 74 percent / 1 N HCl / methanol / 24 h / Ambient temperature

With 4-methyl-morpholine; pyridine; hydrogenchloride; triethylsilane; sodium hydroxide; borane-THF; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; pivaloyl chloride; sodium hydride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; diborane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00117a022

Reference yield:

: 115141-89-4
(4S)-3-(benzyloxycarbonyl)-4-(3-hydroxypropyl)-1,3-oxazolidin-5-one

: 115141-95-2
<(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylaino)-6-octenoyl>-L-2-aminobutyryl-(2S)-<(3S)-3-(N-methylamino)-2-oxo-1-piperidinyl>-4-methyl-2-pentanyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 13.35 g / pyridine / CH₂Cl₂ / Ambient temperature

2: 58 percent / triethylsilane, TFA / CH₂Cl₂ / 22 h / Ambient temperature

3: 95 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride, diisopropylethylamine / CH₂Cl₂ / 0 deg C -> room temperature, overnight

4: 0.88 g / NaH / dimethylformamide; CH₂Cl₂ / 3 h / 0 °C

5: 93 percent / hydrogen / 10percent Pd/C / methanol / 9 h / Ambient temperature

6: 91 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et(i-Pr)2N / CH₂Cl₂ / 1.) 0 deg C, 5 h, 2.) 6 deg C, overnight

7: 99 percent / 1 N NaOH / methanol / 1.) 0 deg C, 1 h, 2.) room temperature, 2.5 h

8: 1.) pivaloyl chloride, N-methylmorpholine / 1.) CH₂Cl₂, -15 to -20 deg C, 4 h, 2.) -15 deg C, overnight

9: 0.42 g / TFA / CH₂Cl₂ / 16 h / -15 °C

10: 50 percent / N-methylmorpholine, N-hydroxybenzotriazole, DCC / acetone; tetrahydrofuran / 27 h / Ambient temperature

11: 74 percent / 1 N HCl / methanol / 24 h / Ambient temperature

With 4-methyl-morpholine; pyridine; hydrogenchloride; triethylsilane; sodium hydroxide; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; pivaloyl chloride; sodium hydride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00117a022