benzyl 1-[4-(3-methoxypropoxy)benzyl]-5-oxo-L-prolyl-3-trityl-L-histidinate

Base Information

Chemical Name:benzyl 1-[4-(3-methoxypropoxy)benzyl]-5-oxo-L-prolyl-3-trityl-L-histidinate
CAS No.:1422064-36-5
Molecular Formula:C₄₈H₄₈N₄O₆
Molecular Weight:776.932
Hs Code.:

Synonyms:benzyl 1-[4-(3-methoxypropoxy)benzyl]-5-oxo-L-prolyl-3-trityl-L-histidinate

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Chemical Property of benzyl 1-[4-(3-methoxypropoxy)benzyl]-5-oxo-L-prolyl-3-trityl-L-histidinate

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Technology Process of benzyl 1-[4-(3-methoxypropoxy)benzyl]-5-oxo-L-prolyl-3-trityl-L-histidinate

There total 10 articles about benzyl 1-[4-(3-methoxypropoxy)benzyl]-5-oxo-L-prolyl-3-trityl-L-histidinate 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: 68.0%

: 1422064-33-2
1-[4-(3-methoxypropoxy)benzyl]-5-oxo-L-proline

: benzyl N^p-trityl-L-histidinate

: 1422064-36-5
benzyl 1-[4-(3-methoxypropoxy)benzyl]-5-oxo-L-prolyl-3-trityl-L-histidinate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 19h;
DOI:10.3390/molecules18010050

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 1422064-36-5
benzyl 1-[4-(3-methoxypropoxy)benzyl]-5-oxo-L-prolyl-3-trityl-L-histidinate

Guidance literature:: Multi-step reaction with 7 steps

1: potassium carbonate / acetonitrile / Reflux

2: methanol / 48 h / 20 °C

3: sodium tetrahydroborate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4: phosphorus tribromide / diethyl ether / 20 °C / Inert atmosphere; Cooling with ice

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

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

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

With sodium tetrahydroborate; water; phosphorus tribromide; sodium hydride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile; paraffin oil;
DOI:10.3390/molecules18010050

Reference yield:

: 42580-35-8
4-(3-methoxypropoxy)benzaldehyde

: 1422064-36-5
benzyl 1-[4-(3-methoxypropoxy)benzyl]-5-oxo-L-prolyl-3-trityl-L-histidinate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tetrahydroborate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: phosphorus tribromide / diethyl ether / 20 °C / Inert atmosphere; Cooling with ice

3: sodium hydride / tetrahydrofuran; paraffin oil / 24.25 h / 0 - 20 °C / 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

With sodium tetrahydroborate; water; phosphorus tribromide; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; paraffin oil;
DOI:10.3390/molecules18010050