tert-Butyl (6S,8R)-(8-azido-3-{[(benzyloxy)carbonyl][3-(trifluoromethyl)benzyl]amino}-8-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-yl)carbonyl(phenyl)carbamate

Base Information

Chemical Name:tert-Butyl (6S,8R)-(8-azido-3-{[(benzyloxy)carbonyl][3-(trifluoromethyl)benzyl]amino}-8-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-yl)carbonyl(phenyl)carbamate
CAS No.:437761-07-4
Molecular Formula:C₃₆H₃₄F₃N₇O₆
Molecular Weight:717.704
Hs Code.:

tert-Butyl (6S,8R)-(8-azido-3-{[(benzyloxy)carbonyl][3-(trifluoromethyl)benzyl]amino}-8-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-yl)carbonyl(phenyl)carbamate

Synonyms:tert-Butyl (6S,8R)-(8-azido-3-{[(benzyloxy)carbonyl][3-(trifluoromethyl)benzyl]amino}-8-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-yl)carbonyl(phenyl)carbamate

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Chemical Property of tert-Butyl (6S,8R)-(8-azido-3-{[(benzyloxy)carbonyl][3-(trifluoromethyl)benzyl]amino}-8-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-yl)carbonyl(phenyl)carbamate

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Technology Process of tert-Butyl (6S,8R)-(8-azido-3-{[(benzyloxy)carbonyl][3-(trifluoromethyl)benzyl]amino}-8-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-yl)carbonyl(phenyl)carbamate

There total 8 articles about tert-Butyl (6S,8R)-(8-azido-3-{[(benzyloxy)carbonyl][3-(trifluoromethyl)benzyl]amino}-8-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-yl)carbonyl(phenyl)carbamate 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: 100.0%

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

: 437761-06-3
benzyl (6S,8R)-6-(anilinocarbonyl)-8-azido-8-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-3-yl[3-(trifluoromethyl)benzyl]carbamate

: 437761-07-4
tert-Butyl (6S,8R)-(8-azido-3-{[(benzyloxy)carbonyl][3-(trifluoromethyl)benzyl]amino}-8-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-yl)carbonyl(phenyl)carbamate

Guidance literature:: With dmap; In acetonitrile;
DOI:10.1016/S0960-894X(03)00022-2

Reference yield:

: 62-53-3
aniline

: 437761-07-4
tert-Butyl (6S,8R)-(8-azido-3-{[(benzyloxy)carbonyl][3-(trifluoromethyl)benzyl]amino}-8-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-yl)carbonyl(phenyl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: EDCI; HOAt; NaHCO₃

2: LiHMDS

3: LiHMDS; trisyl azide

4: 100 percent / DMAP / acetonitrile

With dmap; 1-hydroxy-7-aza-benzotriazole; 2,4,6-Triisopropylbenzenesulfonyl azide; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; In acetonitrile;
DOI:10.1016/S0960-894X(03)00022-2

Reference yield:

: 402-23-3
1-bromomethyl-3-trifluoromethylbenzene

: 437761-07-4
tert-Butyl (6S,8R)-(8-azido-3-{[(benzyloxy)carbonyl][3-(trifluoromethyl)benzyl]amino}-8-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-yl)carbonyl(phenyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: NaH; TBAI

2: EDCI; HOAt; NaHCO₃

3: LiHMDS

4: LiHMDS; trisyl azide

5: 100 percent / DMAP / acetonitrile

With dmap; 1-hydroxy-7-aza-benzotriazole; 2,4,6-Triisopropylbenzenesulfonyl azide; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; In acetonitrile;
DOI:10.1016/S0960-894X(03)00022-2