1-(4-{[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]methoxy}benzyl)-5-oxo-L-prolyl-L-histidine

Base Information

Chemical Name:1-(4-{[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]methoxy}benzyl)-5-oxo-L-prolyl-L-histidine
CAS No.:1422064-23-0
Molecular Formula:C₂₉H₃₉N₅O₈
Molecular Weight:585.657
Hs Code.:

Synonyms:1-(4-{[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]methoxy}benzyl)-5-oxo-L-prolyl-L-histidine

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Chemical Property of 1-(4-{[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]methoxy}benzyl)-5-oxo-L-prolyl-L-histidine

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Technology Process of 1-(4-{[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]methoxy}benzyl)-5-oxo-L-prolyl-L-histidine

There total 10 articles about 1-(4-{[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]methoxy}benzyl)-5-oxo-L-prolyl-L-histidine 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: 97.0%

: 1422064-22-9
benzyl 1-(4-{[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]methoxy}benzyl)-5-oxo-L-prolyl-3-trityl-L-histidinate

: 1422064-23-0
1-(4-{[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]methoxy}benzyl)-5-oxo-L-prolyl-L-histidine

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; under 760.051 Torr;
DOI:10.3390/molecules18010050

Reference yield:

: 4931-66-2
methyl (S)-pyroglutamate

: 1422064-23-0
1-(4-{[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]methoxy}benzyl)-5-oxo-L-prolyl-L-histidine

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydride / tetrahydrofuran; paraffin oil / 24.25 h / 0 - 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

3: diethylazodicarboxylate; triphenylphosphine / toluene / 15 h / Reflux; Inert atmosphere

4: sodium hydroxide; water / methanol / 20 °C

5: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 19 h / 0 - 20 °C

6: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

With palladium 10% on activated carbon; water; hydrogen; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; sodium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; toluene; paraffin oil;
DOI:10.3390/molecules18010050

Reference yield:

: 1422064-18-3
methyl 1-[4-(benzyloxy)benzyl]-5-oxo-L-prolinate

: 1422064-23-0
1-(4-{[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]methoxy}benzyl)-5-oxo-L-prolyl-L-histidine

Guidance literature:: Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

2: diethylazodicarboxylate; triphenylphosphine / toluene / 15 h / Reflux; Inert atmosphere

3: sodium hydroxide; water / methanol / 20 °C

4: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 19 h / 0 - 20 °C

5: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

With palladium 10% on activated carbon; water; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; sodium hydroxide; diethylazodicarboxylate; In methanol; dichloromethane; toluene;
DOI:10.3390/molecules18010050