(R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-{(R)-3-(2-bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-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-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-propionic acid methyl ester
CAS No.:122748-00-9
Molecular Formula:C₃₈H₄₃BrN₄O₉
Molecular Weight:779.685
Hs Code.:

(R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-{(R)-3-(2-bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-propionic acid methyl ester

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

There total 14 articles about (R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-{(R)-3-(2-bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-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: 78.0%

: 15761-38-3
L-N-Boc-Ala

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

: 122748-00-9
(R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-{(R)-3-(2-bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-propionic acid methyl ester

Guidance literature:: With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; at 0 ℃; for 39h; further reagents;
DOI:10.1016/S0040-4039(00)82374-6

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

: 122748-00-9
(R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-{(R)-3-(2-bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 11 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

10: CF₃CO₂H / 0.25 h / Ambient temperature

11: 78 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et₃N / CH₂Cl₂ / 39 h / 0 °C / further reagents

With 4-methyl-morpholine; pyridine; dmap; sodium hydroxide; formic acid; diethyl cyanophosphonate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; potassium hydrogencarbonate; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; 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

: 122748-00-9
(R)-3-(4-Benzyloxycarbonyloxy-phenyl)-3-{(R)-3-(2-bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 7 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

6: CF₃CO₂H / 0.25 h / Ambient temperature

7: 78 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et₃N / CH₂Cl₂ / 39 h / 0 °C / further reagents

With 4-methyl-morpholine; pyridine; formic acid; diethyl cyanophosphonate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; potassium hydrogencarbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)82374-6