2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-propionic acid methyl ester

Base Information

Chemical Name:2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-propionic acid methyl ester
CAS No.:602308-91-8
Molecular Formula:C₄₄H₅₃N₅O₉
Molecular Weight:795.933
Hs Code.:

2-benzyloxycarbonylamino-3-[2-{4-[2-<i>tert</i>-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1<i>H</i>-indol-3-yl]-propionic acid methyl ester

Synonyms:2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-propionic acid methyl ester

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Chemical Property of 2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-propionic acid methyl ester

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Technology Process of 2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-propionic acid methyl ester

There total 9 articles about 2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-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:

: 602308-90-7
2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-acrylic acid methyl ester

: 602308-91-8
2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-propionic acid methyl ester

: 2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-propionic acid methyl ester

Guidance literature:: With hydrogen; (R,R)-DlPAMP) rhodium(I) catalyst; In ethanol; at 80 ℃; under 3878.61 Torr;
DOI:10.1016/S0040-4039(03)01258-9

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 602308-91-8
2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Et₃N; DMAP / acetonitrile; H₂O / 20 °C

1.2: 86 percent / K₂CO₃ / aq. methanol

2.1: Et₃N; DMAP / toluene / Heating

2.2: 94 percent / MeOH / 20 °C

3.1: 89 percent / NaHMDS / N,N-dimethyl-acetamide / Heating

4.1: 98 percent / DBU / CH₂Cl₂

5.1: H₂ / (R,R)-DlPAMP) rhodium(I) catalyst / ethanol / 80 °C / 3878.61 Torr

With dmap; hydrogen; sodium hexamethyldisilazane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; (R,R)-DlPAMP) rhodium(I) catalyst; In ethanol; dichloromethane; N,N-dimethyl acetamide; water; toluene; acetonitrile; 4.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/S0040-4039(03)01258-9

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 602308-91-8
2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / K₂CO₃; NaI / acetone

2: 89 percent / NaHMDS / N,N-dimethyl-acetamide / Heating

3: 98 percent / DBU / CH₂Cl₂

4: H₂ / (R,R)-DlPAMP) rhodium(I) catalyst / ethanol / 80 °C / 3878.61 Torr

With hydrogen; sodium hexamethyldisilazane; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; (R,R)-DlPAMP) rhodium(I) catalyst; In ethanol; dichloromethane; N,N-dimethyl acetamide; acetone; 3: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/S0040-4039(03)01258-9