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

Base Information

Chemical Name:(R)-3-{(R)-3-(2-Bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester
CAS No.:154140-42-8
Molecular Formula:C₃₇H₅₃BrN₄O₇Si
Molecular Weight:773.84
Hs Code.:

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

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

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

There total 11 articles about (R)-3-{(R)-3-(2-Bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-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

: 154140-42-8
(R)-3-{(R)-3-(2-Bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 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

With 1H-imidazole; lithium borohydride; tris-(2-chloro-ethyl)-amine; 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

: 154140-42-8
(R)-3-{(R)-3-(2-Bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 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

With 1H-imidazole; lithium borohydride; tris-(2-chloro-ethyl)-amine; 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

: 154140-42-8
(R)-3-{(R)-3-(2-Bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 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

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