2-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethanesulfonic acid isopropyl ester

Base Information

Chemical Name:2-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethanesulfonic acid isopropyl ester
CAS No.:176097-41-9
Molecular Formula:C₃₀H₄₀N₂O₇SSi
Molecular Weight:600.808
Hs Code.:

2-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethanesulfonic acid isopropyl ester

Synonyms:2-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethanesulfonic acid isopropyl ester

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Chemical Property of 2-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethanesulfonic acid isopropyl ester

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Technology Process of 2-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethanesulfonic acid isopropyl ester

There total 4 articles about 2-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethanesulfonic acid isopropyl ester 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: 77.0%

: C₄H₉LiO₃S

: 156793-45-2
3'-O-tert-Butyldiphenylsilyl-5'-iodo-5'-deoxythymidine

: 176097-41-9
2-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethanesulfonic acid isopropyl ester

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran;
DOI:10.1016/0040-4039(96)00090-1

Reference yield:

: 50-89-5,28854-96-8,3545-96-8,50-88-4
thymidine

: 176097-41-9
2-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethanesulfonic acid isopropyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: I₂, PPh₃, pyridine

2: imidazole / CH₂Cl₂

3: 74 percent / HMPT / tetrahydrofuran

With pyridine; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; iodine; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja972768y

Reference yield:

: 25953-14-4,94892-66-7
1-((2R,4S,5S)-4-hydroxy-5-(iodomethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

: 176097-41-9
2-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethanesulfonic acid isopropyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole / CH₂Cl₂

2: 74 percent / HMPT / tetrahydrofuran

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja972768y