5-[(benzyloxycarbonyl)amino]-(2S)-2-{[N-((2S)-2-{[N-((2S)-2-{[N-(tert-butoxycarbonyl)-N-methyl-O-benzyl-L-tyrosyl]oxy}-3-methylbutanoyl)N-methyl-L-valyl]oxy}-3-methylbutanoyl)-N-methyl-D-tryptophanyl]oxy}pentanoic acid 2-(trimethylsilyl)ethyl ester

Base Information

Chemical Name:5-[(benzyloxycarbonyl)amino]-(2S)-2-{[N-((2S)-2-{[N-((2S)-2-{[N-(tert-butoxycarbonyl)-N-methyl-O-benzyl-L-tyrosyl]oxy}-3-methylbutanoyl)N-methyl-L-valyl]oxy}-3-methylbutanoyl)-N-methyl-D-tryptophanyl]oxy}pentanoic acid 2-(trimethylsilyl)ethyl ester
CAS No.:185448-59-3
Molecular Formula:C₆₈H₉₃N₅O₁₅Si
Molecular Weight:1248.6
Hs Code.:

5-[(benzyloxycarbonyl)amino]-(2S)-2-{[N-((2S)-2-{[N-((2S)-2-{[N-(tert-butoxycarbonyl)-N-methyl-O-benzyl-L-tyrosyl]oxy}-3-methylbutanoyl)N-methyl-L-valyl]oxy}-3-methylbutanoyl)-N-methyl-D-tryptophanyl]oxy}pentanoic acid 2-(trimethylsilyl)ethyl ester

Synonyms:5-[(benzyloxycarbonyl)amino]-(2S)-2-{[N-((2S)-2-{[N-((2S)-2-{[N-(tert-butoxycarbonyl)-N-methyl-O-benzyl-L-tyrosyl]oxy}-3-methylbutanoyl)N-methyl-L-valyl]oxy}-3-methylbutanoyl)-N-methyl-D-tryptophanyl]oxy}pentanoic acid 2-(trimethylsilyl)ethyl ester

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Chemical Property of 5-[(benzyloxycarbonyl)amino]-(2S)-2-{[N-((2S)-2-{[N-((2S)-2-{[N-(tert-butoxycarbonyl)-N-methyl-O-benzyl-L-tyrosyl]oxy}-3-methylbutanoyl)N-methyl-L-valyl]oxy}-3-methylbutanoyl)-N-methyl-D-tryptophanyl]oxy}pentanoic acid 2-(trimethylsilyl)ethyl ester

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Technology Process of 5-[(benzyloxycarbonyl)amino]-(2S)-2-{[N-((2S)-2-{[N-((2S)-2-{[N-(tert-butoxycarbonyl)-N-methyl-O-benzyl-L-tyrosyl]oxy}-3-methylbutanoyl)N-methyl-L-valyl]oxy}-3-methylbutanoyl)-N-methyl-D-tryptophanyl]oxy}pentanoic acid 2-(trimethylsilyl)ethyl ester

There total 18 articles about 5-[(benzyloxycarbonyl)amino]-(2S)-2-{[N-((2S)-2-{[N-((2S)-2-{[N-(tert-butoxycarbonyl)-N-methyl-O-benzyl-L-tyrosyl]oxy}-3-methylbutanoyl)N-methyl-L-valyl]oxy}-3-methylbutanoyl)-N-methyl-D-tryptophanyl]oxy}pentanoic acid 2-(trimethylsilyl)ethyl 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: 26.0%

: 185448-66-2
(S)-5-Benzyloxycarbonylamino-2-[(R)-3-(1H-indol-3-yl)-2-methylamino-propionyloxy]-pentanoic acid 2-trimethylsilanyl-ethyl ester

: 185448-68-4
(S)-2-({(S)-2-[(S)-3-(4-Benzyloxy-phenyl)-2-(tert-butoxycarbonyl-methyl-amino)-propionyloxy]-3-methyl-butyryl}-methyl-amino)-3-methyl-butyric acid (S)-1-carboxy-2-methyl-propyl ester

: 185448-59-3
5-[(benzyloxycarbonyl)amino]-(2S)-2-{[N-((2S)-2-{[N-((2S)-2-{[N-(tert-butoxycarbonyl)-N-methyl-O-benzyl-L-tyrosyl]oxy}-3-methylbutanoyl)N-methyl-L-valyl]oxy}-3-methylbutanoyl)-N-methyl-D-tryptophanyl]oxy}pentanoic acid 2-(trimethylsilyl)ethyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; at 0 - 20 ℃; for 20h;
DOI:10.1021/jo9616062

Reference yield:

: 17407-55-5
(S)-2-Hydroxy-3-methylbutanoic acid

: 185448-59-3
5-[(benzyloxycarbonyl)amino]-(2S)-2-{[N-((2S)-2-{[N-((2S)-2-{[N-(tert-butoxycarbonyl)-N-methyl-O-benzyl-L-tyrosyl]oxy}-3-methylbutanoyl)N-methyl-L-valyl]oxy}-3-methylbutanoyl)-N-methyl-D-tryptophanyl]oxy}pentanoic acid 2-(trimethylsilyl)ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 40 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N,N-dimethyl-4-aminopyridine / pyridine / 36 h / 25 °C

2: 61 percent / diisopropylethylamine, N,N-dimethyl-4-aminopyridine / pyridine / 36 h / 25 °C

3: 100 percent / CF₃COOH / CH₂Cl₂ / 24 h / Ambient temperature

4: 84 percent / bromotris(pyrrolidino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 6 h / 0 °C

5: 100 percent / Bu₄NF / tetrahydrofuran / Ambient temperature

6: 26 percent / bromotris(pyrrolidino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 20 h / 0 - 20 °C

With dmap; tetrabutyl ammonium fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1021/jo9616062

Reference yield:

: 185448-87-7
(S)-2-Hydroxy-3-methyl-butyric acid 2-trimethylsilanyl-ethyl ester

: 185448-59-3
5-[(benzyloxycarbonyl)amino]-(2S)-2-{[N-((2S)-2-{[N-((2S)-2-{[N-(tert-butoxycarbonyl)-N-methyl-O-benzyl-L-tyrosyl]oxy}-3-methylbutanoyl)N-methyl-L-valyl]oxy}-3-methylbutanoyl)-N-methyl-D-tryptophanyl]oxy}pentanoic acid 2-(trimethylsilyl)ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / diisopropylethylamine, N,N-dimethyl-4-aminopyridine / pyridine / 36 h / 25 °C

2: 100 percent / CF₃COOH / CH₂Cl₂ / 24 h / Ambient temperature

3: 84 percent / bromotris(pyrrolidino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 6 h / 0 °C

4: 100 percent / Bu₄NF / tetrahydrofuran / Ambient temperature

5: 26 percent / bromotris(pyrrolidino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 20 h / 0 - 20 °C

With dmap; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1021/jo9616062