2-[(3aR,4R,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-hydroxy-ethanesulfonic acid benzylamide

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Chemical Name:2-[(3aR,4R,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-hydroxy-ethanesulfonic acid benzylamide
CAS No.:569359-21-3
Molecular Formula:C₂₀H₂₅N₃O₈S
Molecular Weight:467.5
Hs Code.:

2-[(3aR,4R,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-hydroxy-ethanesulfonic acid benzylamide

Synonyms:2-[(3aR,4R,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-hydroxy-ethanesulfonic acid benzylamide

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Chemical Property of 2-[(3aR,4R,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-hydroxy-ethanesulfonic acid benzylamide

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Technology Process of 2-[(3aR,4R,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-hydroxy-ethanesulfonic acid benzylamide

There total 3 articles about 2-[(3aR,4R,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-hydroxy-ethanesulfonic acid benzylamide 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: 70.0%

: 3989-45-5
N-benzylmethanesulfonamide

: 27999-65-1
(3aS,4S,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbaldehyde

: 569359-21-3
2-[(3aR,4R,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-hydroxy-ethanesulfonic acid benzylamide

Guidance literature:: N-benzylmethanesulfonamide; With n-butyllithium; In tetrahydrofuran; at -75 - -30 ℃; for 1h;

With cerium(III) chloride; In tetrahydrofuran; at -75 - -30 ℃; for 1h;

(3aS,4S,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbaldehyde; In tetrahydrofuran; at -75 - -30 ℃;
DOI:10.1021/jo034001w

Reference yield:

: 100-46-9
benzylamine

: 569359-21-3
2-[(3aR,4R,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-hydroxy-ethanesulfonic acid benzylamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / diethyl ether / 0 - 20 °C

2.1: n-BuLi / tetrahydrofuran / 1 h / -75 - -30 °C

2.2: CeCl₃ / tetrahydrofuran / 1 h / -75 - -30 °C

2.3: 70 percent / tetrahydrofuran / -75 - -30 °C

With n-butyllithium; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo034001w

Reference yield:

: 73108-51-7
5'-deoxy-2',3'-isopropylidene-5',5'-[(N,N'-diphenyl)ethylenediamino]uridine

: 569359-21-3
2-[(3aR,4R,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-hydroxy-ethanesulfonic acid benzylamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 45 percent / tetrahydrofuran

2.1: n-BuLi / tetrahydrofuran / 1 h / -75 - -30 °C

2.2: CeCl₃ / tetrahydrofuran / 1 h / -75 - -30 °C

2.3: 70 percent / tetrahydrofuran / -75 - -30 °C

With n-butyllithium; In tetrahydrofuran;
DOI:10.1021/jo034001w