(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester

Base Information

Chemical Name:(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester
CAS No.:1026064-42-5
Molecular Formula:C₃₂H₄₅BrN₄O₅Si
Molecular Weight:673.723
Hs Code.:

(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester

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Chemical Property of (R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester

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Technology Process of (R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester

There total 13 articles about (R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid 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:

: 4397-53-9
p-benzyloxybenzaldehyde

: 1026064-42-5
(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: Zn / diethyl ether; benzene / 1 h / Heating

2: PCC / CH₂Cl₂ / 4 h / Ambient temperature

3: LiBH₄, N,N'-dibenzoyl-D-cystine / 2-methyl-propan-2-ol; tetrahydrofuran / 5 h / -78 °C

4: 80 percent / HN₃, DEAD, PPh₃ / benzene / 3 h / 0 deg C to RT

5: H₂ / Pd-C / methanol / 760 Torr / Ambient temperature

6: tetrahydrofuran / 6 h / Ambient temperature

7: imidazole / CH₂Cl₂ / 3 h / Ambient temperature

8: CF₃COOH / CH₂Cl₂ / 3 h / 0 °C

9: DCC, HOBT / CH₂Cl₂ / 6 h / 0 deg C to RT

10: TBS-OTf, 2,6-lutidine / CH₂Cl₂ / 3 h / Ambient temperature

With 1H-imidazole; 2,6-dimethylpyridine; lithium borohydride; tris-(2-chloro-ethyl)-amine; t-butyldimethylsiyl triflate; N,N'-bis(benzoyl)-D-cystine; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; triphenylphosphine; pyridinium chlorochromate; trifluoroacetic acid; zinc; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(00)61605-2

Reference yield:

: 53090-45-2
ethyl 3-[4-(benzyloxy)phenyl]-3-oxopropanoate

: 1026064-42-5
(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: LiBH₄, N,N'-dibenzoyl-D-cystine / 2-methyl-propan-2-ol; tetrahydrofuran / 5 h / -78 °C

2: 80 percent / HN₃, DEAD, PPh₃ / benzene / 3 h / 0 deg C to RT

3: H₂ / Pd-C / methanol / 760 Torr / Ambient temperature

4: tetrahydrofuran / 6 h / Ambient temperature

5: imidazole / CH₂Cl₂ / 3 h / Ambient temperature

6: CF₃COOH / CH₂Cl₂ / 3 h / 0 °C

7: DCC, HOBT / CH₂Cl₂ / 6 h / 0 deg C to RT

8: TBS-OTf, 2,6-lutidine / CH₂Cl₂ / 3 h / Ambient temperature

With 1H-imidazole; 2,6-dimethylpyridine; lithium borohydride; tris-(2-chloro-ethyl)-amine; t-butyldimethylsiyl triflate; N,N'-bis(benzoyl)-D-cystine; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(00)61605-2

Reference yield:

: 154140-39-3
(R)-3-Azido-3-(4-benzyloxy-phenyl)-propionic acid ethyl ester

: 1026064-42-5
(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Pd-C / methanol / 760 Torr / Ambient temperature

2: tetrahydrofuran / 6 h / Ambient temperature

3: imidazole / CH₂Cl₂ / 3 h / Ambient temperature

4: CF₃COOH / CH₂Cl₂ / 3 h / 0 °C

5: DCC, HOBT / CH₂Cl₂ / 6 h / 0 deg C to RT

6: TBS-OTf, 2,6-lutidine / CH₂Cl₂ / 3 h / Ambient temperature

With 1H-imidazole; 2,6-dimethylpyridine; t-butyldimethylsiyl triflate; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)61605-2