O-[bis(benzyloxy)phosphoryl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N'-[3-(2-oxotetrahydropyrimidin-1(2H)-yl)propyl]-D-tyrosinamide

Base Information

Chemical Name:O-[bis(benzyloxy)phosphoryl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N'-[3-(2-oxotetrahydropyrimidin-1(2H)-yl)propyl]-D-tyrosinamide
CAS No.:1268157-67-0
Molecular Formula:C₄₅H₄₇N₄O₈P
Molecular Weight:802.864
Hs Code.:

Synonyms:O-[bis(benzyloxy)phosphoryl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N'-[3-(2-oxotetrahydropyrimidin-1(2H)-yl)propyl]-D-tyrosinamide

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Chemical Property of O-[bis(benzyloxy)phosphoryl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N'-[3-(2-oxotetrahydropyrimidin-1(2H)-yl)propyl]-D-tyrosinamide

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Technology Process of O-[bis(benzyloxy)phosphoryl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N'-[3-(2-oxotetrahydropyrimidin-1(2H)-yl)propyl]-D-tyrosinamide

There total 5 articles about O-[bis(benzyloxy)phosphoryl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N'-[3-(2-oxotetrahydropyrimidin-1(2H)-yl)propyl]-D-tyrosinamide 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: 81.0%

: 13173-07-4
1-(3-aminopropyl)tetrahydro-2(1H)-pyrimidinone

: 1268157-63-6
O-[bis(benzyloxy)phosphoryl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tyrosine

: 1268157-67-0
O-[bis(benzyloxy)phosphoryl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N'-[3-(2-oxotetrahydropyrimidin-1(2H)-yl)propyl]-D-tyrosinamide

Guidance literature:: O-[bis(benzyloxy)phosphoryl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tyrosine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

1-(3-aminopropyl)tetrahydro-2(1H)-pyrimidinone; In dichloromethane; at 0 - 20 ℃; for 2.16667h; Inert atmosphere;
DOI:10.1021/jm101478n

Reference yield:

: N-Fmoc-tyrosine

: 1268157-67-0
O-[bis(benzyloxy)phosphoryl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N'-[3-(2-oxotetrahydropyrimidin-1(2H)-yl)propyl]-D-tyrosinamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 4-methyl-morpholine / acetonitrile / 0.17 h / 20 °C

2.1: 1H-tetrazole / acetonitrile / 3 h / 20 °C

3.1: tert.-butylhydroperoxide / water; acetonitrile / 0.17 h / 20 °C

4.1: water; acetic acid / tetrahydrofuran / 1 h / 20 °C

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

5.2: 2.17 h / 0 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; 1H-tetrazole; tert.-butylhydroperoxide; water; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1021/jm101478n

Reference yield:

: C₄₄H₄₈NO₇PSi

: 1268157-67-0
O-[bis(benzyloxy)phosphoryl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N'-[3-(2-oxotetrahydropyrimidin-1(2H)-yl)propyl]-D-tyrosinamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: tert.-butylhydroperoxide / water; acetonitrile / 0.17 h / 20 °C

2.1: water; acetic acid / tetrahydrofuran / 1 h / 20 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

3.2: 2.17 h / 0 - 20 °C / Inert atmosphere

With tert.-butylhydroperoxide; water; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1021/jm101478n