1-(4-{[(2S)-2-ammonio-3-hydroxypropyl]oxy}benzyl)-5-oxo-L-prolyl-L-histidine hydrochloride

Base Information

Chemical Name:1-(4-{[(2S)-2-ammonio-3-hydroxypropyl]oxy}benzyl)-5-oxo-L-prolyl-L-histidine hydrochloride
CAS No.:1422064-24-1
Molecular Formula:C₂₁H₂₇N₅O₆*ClH
Molecular Weight:481.936
Hs Code.:

Synonyms:1-(4-{[(2S)-2-ammonio-3-hydroxypropyl]oxy}benzyl)-5-oxo-L-prolyl-L-histidine hydrochloride

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Chemical Property of 1-(4-{[(2S)-2-ammonio-3-hydroxypropyl]oxy}benzyl)-5-oxo-L-prolyl-L-histidine hydrochloride

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Technology Process of 1-(4-{[(2S)-2-ammonio-3-hydroxypropyl]oxy}benzyl)-5-oxo-L-prolyl-L-histidine hydrochloride

There total 11 articles about 1-(4-{[(2S)-2-ammonio-3-hydroxypropyl]oxy}benzyl)-5-oxo-L-prolyl-L-histidine hydrochloride 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%

: 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

: 1422064-24-1
1-(4-{[(2S)-2-ammonio-3-hydroxypropyl]oxy}benzyl)-5-oxo-L-prolyl-L-histidine hydrochloride

Guidance literature:: With hydrogenchloride; water; In 1,4-dioxane; at 0 - 20 ℃; for 1h;
DOI:10.3390/molecules18010050

Reference yield:

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

: 1422064-24-1
1-(4-{[(2S)-2-ammonio-3-hydroxypropyl]oxy}benzyl)-5-oxo-L-prolyl-L-histidine hydrochloride

Guidance literature:: Multi-step reaction with 7 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

7: water; hydrogenchloride / 1,4-dioxane / 1 h / 0 - 20 °C

With hydrogenchloride; 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; 1,4-dioxane; methanol; dichloromethane; toluene; paraffin oil;
DOI:10.3390/molecules18010050

Reference yield:

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

: 1422064-24-1
1-(4-{[(2S)-2-ammonio-3-hydroxypropyl]oxy}benzyl)-5-oxo-L-prolyl-L-histidine hydrochloride

Guidance literature:: Multi-step reaction with 6 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

6: water; hydrogenchloride / 1,4-dioxane / 1 h / 0 - 20 °C

With hydrogenchloride; palladium 10% on activated carbon; water; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; sodium hydroxide; diethylazodicarboxylate; In 1,4-dioxane; methanol; dichloromethane; toluene;
DOI:10.3390/molecules18010050