(R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-[(R)-3-(2-bromo-1H-indol-3-yl)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-propionic acid methyl ester

Base Information

Chemical Name:(R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-[(R)-3-(2-bromo-1H-indol-3-yl)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-propionic acid methyl ester
CAS No.:122747-99-3
Molecular Formula:C₃₅H₃₈BrN₃O₈
Molecular Weight:708.606
Hs Code.:

(R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-[(R)-3-(2-bromo-1H-indol-3-yl)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-propionic acid methyl ester

Synonyms:(R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-[(R)-3-(2-bromo-1H-indol-3-yl)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-propionic acid methyl ester

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Chemical Property of (R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-[(R)-3-(2-bromo-1H-indol-3-yl)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-propionic acid methyl ester

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Technology Process of (R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-[(R)-3-(2-bromo-1H-indol-3-yl)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-propionic acid methyl ester

There total 11 articles about (R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-[(R)-3-(2-bromo-1H-indol-3-yl)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-propionic acid methyl 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: 90.0%

: 112896-89-6
N-tert-butoxycarbonyl-N-methyl-2-bromo-(R)-tryptophan

: (R)-3-Amino-3-(4-benzyloxycarbonyloxy-phenyl)-propionic acid methyl ester

: 122747-99-3
(R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-[(R)-3-(2-bromo-1H-indol-3-yl)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-propionic acid methyl ester

Guidance literature:: With 4-methyl-morpholine; diethyl cyanophosphonate; In N,N-dimethyl-formamide; 1.) 0 deg C, 2h, 2.) r.t., 19h;
DOI:10.1016/S0040-4039(00)82374-6

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

: 122747-99-3
(R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-[(R)-3-(2-bromo-1H-indol-3-yl)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

2: 89 percent / NaOH / methanol; H₂O / 7 h / Ambient temperature

3: DCC, DMAP / CH₂Cl₂ / 1.) 0 deg C, 2h, 2.) r.t., 16 h

4: 97 percent / NaOH / H₂O; methanol / 4 h / Heating

5: 98 percent / KHCO₃ / dimethylformamide / 12 h / Ambient temperature

6: H₂ / Pd-C / methanol / 3.5 h / Ambient temperature

7: 88 percent / pyridine / CH₂Cl₂ / 4 h / 0 °C

8: HCO₂H / 3 h / Ambient temperature

9: 90 percent / diethyl phosphorocyanidate, N-methylmorpholine / dimethylformamide / 1.) 0 deg C, 2h, 2.) r.t., 19h

With 4-methyl-morpholine; pyridine; dmap; sodium hydroxide; formic acid; diethyl cyanophosphonate; hydrogen; potassium hydrogencarbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)82374-6

Reference yield:

: (R)-3-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-propionic acid

: 122747-99-3
(R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-[(R)-3-(2-bromo-1H-indol-3-yl)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / KHCO₃ / dimethylformamide / 12 h / Ambient temperature

2: H₂ / Pd-C / methanol / 3.5 h / Ambient temperature

3: 88 percent / pyridine / CH₂Cl₂ / 4 h / 0 °C

4: HCO₂H / 3 h / Ambient temperature

5: 90 percent / diethyl phosphorocyanidate, N-methylmorpholine / dimethylformamide / 1.) 0 deg C, 2h, 2.) r.t., 19h

With 4-methyl-morpholine; pyridine; formic acid; diethyl cyanophosphonate; hydrogen; potassium hydrogencarbonate; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)82374-6