4R-{(1S,8R,11S )-9-N-benzyl-3-N-(2-cyanoethyl)-3,9-diaza-10-oxa-2-oxobicyclo[6.3.0]undecan-11-yl}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythrofuranose

Base Information

Chemical Name:4R-{(1S,8R,11S )-9-N-benzyl-3-N-(2-cyanoethyl)-3,9-diaza-10-oxa-2-oxobicyclo[6.3.0]undecan-11-yl}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythrofuranose
CAS No.:1603836-14-1
Molecular Formula:C₃₈H₅₉N₅O₇Si₂
Molecular Weight:754.087
Hs Code.:

4R-{(1S,8R,11S )-9-N-benzyl-3-N-(2-cyanoethyl)-3,9-diaza-10-oxa-2-oxobicyclo[6.3.0]undecan-11-yl}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythrofuranose

Synonyms:4R-{(1S,8R,11S )-9-N-benzyl-3-N-(2-cyanoethyl)-3,9-diaza-10-oxa-2-oxobicyclo[6.3.0]undecan-11-yl}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythrofuranose

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Chemical Property of 4R-{(1S,8R,11S )-9-N-benzyl-3-N-(2-cyanoethyl)-3,9-diaza-10-oxa-2-oxobicyclo[6.3.0]undecan-11-yl}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythrofuranose

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Technology Process of 4R-{(1S,8R,11S )-9-N-benzyl-3-N-(2-cyanoethyl)-3,9-diaza-10-oxa-2-oxobicyclo[6.3.0]undecan-11-yl}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythrofuranose

There total 13 articles about 4R-{(1S,8R,11S )-9-N-benzyl-3-N-(2-cyanoethyl)-3,9-diaza-10-oxa-2-oxobicyclo[6.3.0]undecan-11-yl}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythrofuranose 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:

: 161867-43-2
(2S,3R,4R,5R)-3,4-bis(tert-butyldimethylsilanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydrofuran-2-carbaldehyde

: 1603836-14-1
4R-{(1S,8R,11S )-9-N-benzyl-3-N-(2-cyanoethyl)-3,9-diaza-10-oxa-2-oxobicyclo[6.3.0]undecan-11-yl}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythrofuranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: zinc trifluoromethanesulfonate; N,N,N,N,-tetramethylethylenediamine; triethylamine / tetrahydrofuran / 0.17 h / 20 °C

1.2: 48 h / 20 °C

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide; acetonitrile / 3 h / 20 °C

3.1: acetonitrile / 96 h / Molecular sieve; Reflux

With N,N,N,N,-tetramethylethylenediamine; zinc trifluoromethanesulfonate; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide; acetonitrile; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/ejoc.201400140

Reference yield:

: 77052-03-0
3-(5-hydroxy-pentylamino)-propionitrile

: 1603836-14-1
4R-{(1S,8R,11S )-9-N-benzyl-3-N-(2-cyanoethyl)-3,9-diaza-10-oxa-2-oxobicyclo[6.3.0]undecan-11-yl}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythrofuranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 9 h / 0 - 20 °C

2.1: zinc trifluoromethanesulfonate; N,N,N,N,-tetramethylethylenediamine; triethylamine / tetrahydrofuran / 0.17 h / 20 °C

2.2: 48 h / 20 °C

3.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide; acetonitrile / 3 h / 20 °C

4.1: acetonitrile / 96 h / Molecular sieve; Reflux

With N,N,N,N,-tetramethylethylenediamine; zinc trifluoromethanesulfonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetonitrile; 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/ejoc.201400140

Reference yield:

: 1603835-81-9
N-2-cyanoethyl-N-5-hydroxylpentyl diethylphosphonoacetamide

: 1603836-14-1
4R-{(1S,8R,11S )-9-N-benzyl-3-N-(2-cyanoethyl)-3,9-diaza-10-oxa-2-oxobicyclo[6.3.0]undecan-11-yl}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythrofuranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: zinc trifluoromethanesulfonate; N,N,N,N,-tetramethylethylenediamine; triethylamine / tetrahydrofuran / 0.17 h / 20 °C

1.2: 48 h / 20 °C

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide; acetonitrile / 3 h / 20 °C

3.1: acetonitrile / 96 h / Molecular sieve; Reflux

With N,N,N,N,-tetramethylethylenediamine; zinc trifluoromethanesulfonate; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide; acetonitrile; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/ejoc.201400140