cyclo<2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoylglycyl>

Base Information

Chemical Name:cyclo<2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoylglycyl>
CAS No.:240428-66-4
Molecular Formula:C₂₈H₃₈N₂O₆
Molecular Weight:498.62
Hs Code.:

Synonyms:cyclo<2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoylglycyl>

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Chemical Property of cyclo<2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoylglycyl>

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Technology Process of cyclo<2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoylglycyl>

There total 7 articles about cyclo<2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoylglycyl> 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:

: (S)-2-(3-Amino-2,2-dimethyl-propionyloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-[(E)-3-(carboxymethyl-carbamoyl)-allyl]-2-methyl-4-phenyl-but-3-enyl ester

: 240428-66-4
cyclo<2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoylglycyl>

Guidance literature:: With pentafluorophenyl diphenyl-phosphinate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; Yield given;
DOI:10.1021/jm980706s

Reference yield:

: 162465-29-4
(5S)-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-8-phenyl-(2E,7E)-octadienoic acid

: 240428-66-4
cyclo<2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoylglycyl>

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide / dimethylformamide / 28 h / Ambient temperature

2: 78 percent / 48 percent aq. HF / acetonitrile / 5 h / 0 - 25 °C

3: 79 percent / 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.3 h / Ambient temperature

4: 93 percent / N,O-bis(trimethylsilyl)acetamide / dimethylformamide / 55 - 60 °C

5: trifluoroacetic acid / 3 h / 25 °C

6: N,N-diisopropylethylamine, pentafluorophenyl diphenylphosphinate / dimethylformamide / 25 °C

With dmap; N,O-bis-(trimethylsilyl)-acetamide; pentafluorophenyl diphenyl-phosphinate; hydrogen fluoride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm980706s

Reference yield:

: 162465-28-3
(5S)-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-8-phenyl-(2E,7E)-octadienoic acid methyl ester

: 240428-66-4
cyclo<2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoylglycyl>

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / 1 N aq. LiOH / acetone / 23.5 h / Ambient temperature

2: 80 percent / 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide / dimethylformamide / 28 h / Ambient temperature

3: 78 percent / 48 percent aq. HF / acetonitrile / 5 h / 0 - 25 °C

4: 79 percent / 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.3 h / Ambient temperature

5: 93 percent / N,O-bis(trimethylsilyl)acetamide / dimethylformamide / 55 - 60 °C

6: trifluoroacetic acid / 3 h / 25 °C

7: N,N-diisopropylethylamine, pentafluorophenyl diphenylphosphinate / dimethylformamide / 25 °C

With dmap; lithium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; pentafluorophenyl diphenyl-phosphinate; hydrogen fluoride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jm980706s