(S)-2-((R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{[(S)-2-((E)-(2S,6R,8S)-8-hydroxy-2,4,6-trimethyl-non-4-enoylamino)-propionyl]-methyl-amino}-propionylamino)-propionic acid

Base Information

Chemical Name:(S)-2-((R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{[(S)-2-((E)-(2S,6R,8S)-8-hydroxy-2,4,6-trimethyl-non-4-enoylamino)-propionyl]-methyl-amino}-propionylamino)-propionic acid
CAS No.:119706-76-2
Molecular Formula:C₃₄H₅₆BrN₃O₇Si
Molecular Weight:726.824
Hs Code.:

(S)-2-((R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{[(S)-2-((E)-(2S,6R,8S)-8-hydroxy-2,4,6-trimethyl-non-4-enoylamino)-propionyl]-methyl-amino}-propionylamino)-propionic acid

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Chemical Property of (S)-2-((R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{[(S)-2-((E)-(2S,6R,8S)-8-hydroxy-2,4,6-trimethyl-non-4-enoylamino)-propionyl]-methyl-amino}-propionylamino)-propionic acid

Chemical Property:

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Technology Process of (S)-2-((R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{[(S)-2-((E)-(2S,6R,8S)-8-hydroxy-2,4,6-trimethyl-non-4-enoylamino)-propionyl]-methyl-amino}-propionylamino)-propionic acid

There total 34 articles about (S)-2-((R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{[(S)-2-((E)-(2S,6R,8S)-8-hydroxy-2,4,6-trimethyl-non-4-enoylamino)-propionyl]-methyl-amino}-propionylamino)-propionic acid 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:

: 42406-77-9
L-tyrosine benzyl ester

: 119706-76-2
(S)-2-((R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{[(S)-2-((E)-(2S,6R,8S)-8-hydroxy-2,4,6-trimethyl-non-4-enoylamino)-propionyl]-methyl-amino}-propionylamino)-propionic acid

Guidance literature:: Multi-step reaction with 11 steps

1: 91.2 percent / Et₃N / dioxane; H₂O / 24 h / Ambient temperature

2: 93.3 percent / imidazole / dimethylformamide / 7 h / Ambient temperature

3: 82 percent / NaH / dimethylformamide / 3 h

4: 84.9 percent / TFA / CH₂Cl₂ / 4 h / 0 °C

5: 91 percent / Et₃N / CH₂Cl₂ / 10 h / Ambient temperature

6: 86.4 percent / H₂ / 10percent Pd-C / ethanol / 15 h

7: 82.8 percent / N-methylmorpholine, DCC, HOBT / CH₂Cl₂ / 5 h / 0 °C

8: 87 percent / Br₂ / CHCl₃ / 3 h / -5 °C

9: 77 percent / 2,6-lutidine, TBSOTf / CH₂Cl₂ / 2.5 h / Ambient temperature

10: 68 percent / HOBT, DCC / tetrahydrofuran / 5 h / 0 °C

11: 1.) ethanedithiol, 2.) trifluoroacetic acid / 1.) CH₂Cl₂, 0 deg C, 0.5 h, 2.) 0 deg C, 4 h

With 4-methyl-morpholine; 1H-imidazole; 2,6-dimethylpyridine; ethandithiol; t-butyldimethylsiyl triflate; hydrogen; bromine; sodium hydride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;

Reference yield:

: 19391-35-6
N-tert-butoxycarbonyl-L-tyrosine benzyl ester

: 119706-76-2
(S)-2-((R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{[(S)-2-((E)-(2S,6R,8S)-8-hydroxy-2,4,6-trimethyl-non-4-enoylamino)-propionyl]-methyl-amino}-propionylamino)-propionic acid

Guidance literature:: Multi-step reaction with 10 steps

1: 93.3 percent / imidazole / dimethylformamide / 7 h / Ambient temperature

2: 82 percent / NaH / dimethylformamide / 3 h

3: 84.9 percent / TFA / CH₂Cl₂ / 4 h / 0 °C

4: 91 percent / Et₃N / CH₂Cl₂ / 10 h / Ambient temperature

5: 86.4 percent / H₂ / 10percent Pd-C / ethanol / 15 h

6: 82.8 percent / N-methylmorpholine, DCC, HOBT / CH₂Cl₂ / 5 h / 0 °C

7: 87 percent / Br₂ / CHCl₃ / 3 h / -5 °C

8: 77 percent / 2,6-lutidine, TBSOTf / CH₂Cl₂ / 2.5 h / Ambient temperature

9: 68 percent / HOBT, DCC / tetrahydrofuran / 5 h / 0 °C

10: 1.) ethanedithiol, 2.) trifluoroacetic acid / 1.) CH₂Cl₂, 0 deg C, 0.5 h, 2.) 0 deg C, 4 h

With 4-methyl-morpholine; 1H-imidazole; 2,6-dimethylpyridine; ethandithiol; t-butyldimethylsiyl triflate; hydrogen; bromine; sodium hydride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide;

Reference yield:

: 129453-35-6
O-tert-butyldimethylsilyl-N-methyl-D-tyrosine benzyl ester

: 119706-76-2
(S)-2-((R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{[(S)-2-((E)-(2S,6R,8S)-8-hydroxy-2,4,6-trimethyl-non-4-enoylamino)-propionyl]-methyl-amino}-propionylamino)-propionic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / Et₃N / CH₂Cl₂ / 10 h / Ambient temperature

2: 86.4 percent / H₂ / 10percent Pd-C / ethanol / 15 h

3: 82.8 percent / N-methylmorpholine, DCC, HOBT / CH₂Cl₂ / 5 h / 0 °C

4: 87 percent / Br₂ / CHCl₃ / 3 h / -5 °C

5: 77 percent / 2,6-lutidine, TBSOTf / CH₂Cl₂ / 2.5 h / Ambient temperature

6: 68 percent / HOBT, DCC / tetrahydrofuran / 5 h / 0 °C

7: 1.) ethanedithiol, 2.) trifluoroacetic acid / 1.) CH₂Cl₂, 0 deg C, 0.5 h, 2.) 0 deg C, 4 h

With 4-methyl-morpholine; 2,6-dimethylpyridine; ethandithiol; t-butyldimethylsiyl triflate; hydrogen; bromine; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; chloroform;