N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-(4-methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-3-hydroxy-D-tyrosine

Base Information

Chemical Name:N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-(4-methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-3-hydroxy-D-tyrosine
CAS No.:240428-61-9
Molecular Formula:C₄₀H₅₄N₂O₁₁
Molecular Weight:738.876
Hs Code.:

N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-(4-methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-3-hydroxy-D-tyrosine

Synonyms:N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-(4-methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-3-hydroxy-D-tyrosine

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Chemical Property of N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-(4-methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-3-hydroxy-D-tyrosine

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Technology Process of N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-(4-methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-3-hydroxy-D-tyrosine

There total 5 articles about N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-(4-methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-3-hydroxy-D-tyrosine 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: 75.0%

: 5796-17-8,90638-38-3
D-Dopa

: 188346-51-2
(1S,3E)-5-<(2,5-dioxo-1-pyrrolidinyl)oxy>-1-<(1R,2E)-1-methyl-3-phenyl-2-propenyl>-5-oxo-3-pentenyl-(2S)-<3-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-dimethyl-1-oxopropoxy>-4-methylpentanoate

: 240428-61-9
N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-(4-methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-3-hydroxy-D-tyrosine

Guidance literature:: With N,O-bis-(trimethylsilyl)-acetamide; In N,N-dimethyl-formamide; at 55 - 60 ℃;
DOI:10.1021/jm980706s

Reference yield:

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

: 240428-61-9
N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-(4-methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-3-hydroxy-D-tyrosine

Guidance literature:: Multi-step reaction with 4 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: 75 percent / N,O-bis(trimethylsilyl)acetamide / dimethylformamide / 55 - 60 °C

With dmap; N,O-bis-(trimethylsilyl)-acetamide; hydrogen fluoride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 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

: 240428-61-9
N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-(4-methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-3-hydroxy-D-tyrosine

Guidance literature:: Multi-step reaction with 5 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: 75 percent / N,O-bis(trimethylsilyl)acetamide / dimethylformamide / 55 - 60 °C

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