4S-{(1R,6S,9R)-5-(7-N-benzyl-3-N-(2-cyanoethyl)-3,7-diaza-8-oxa-2-oxobicylo[4,3,0]nonan-9-yl)}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythro-furanose

Base Information

Chemical Name:4S-{(1R,6S,9R)-5-(7-N-benzyl-3-N-(2-cyanoethyl)-3,7-diaza-8-oxa-2-oxobicylo[4,3,0]nonan-9-yl)}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythro-furanose
CAS No.:1603836-09-4
Molecular Formula:C₃₆H₅₅N₅O₇Si₂
Molecular Weight:726.033
Hs Code.:

4S-{(1R,6S,9R)-5-(7-N-benzyl-3-N-(2-cyanoethyl)-3,7-diaza-8-oxa-2-oxobicylo[4,3,0]nonan-9-yl)}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythro-furanose

Synonyms:4S-{(1R,6S,9R)-5-(7-N-benzyl-3-N-(2-cyanoethyl)-3,7-diaza-8-oxa-2-oxobicylo[4,3,0]nonan-9-yl)}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythro-furanose

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Chemical Property of 4S-{(1R,6S,9R)-5-(7-N-benzyl-3-N-(2-cyanoethyl)-3,7-diaza-8-oxa-2-oxobicylo[4,3,0]nonan-9-yl)}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythro-furanose

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Technology Process of 4S-{(1R,6S,9R)-5-(7-N-benzyl-3-N-(2-cyanoethyl)-3,7-diaza-8-oxa-2-oxobicylo[4,3,0]nonan-9-yl)}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythro-furanose

There total 10 articles about 4S-{(1R,6S,9R)-5-(7-N-benzyl-3-N-(2-cyanoethyl)-3,7-diaza-8-oxa-2-oxobicylo[4,3,0]nonan-9-yl)}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythro-furanose 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: 50.0%

: C₂₉H₄₈N₄O₇Si₂

: 622-30-0
N-benzyl hydroxylalmine

: 1603836-09-4
4S-{(1R,6S,9R)-5-(7-N-benzyl-3-N-(2-cyanoethyl)-3,7-diaza-8-oxa-2-oxobicylo[4,3,0]nonan-9-yl)}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythro-furanose

: 1603836-10-7
4S-{(1S,6R,9S)-5-(7-N-benzyl-3-N-(2-cyanoethyl)-3,7-diaza-8-oxa-2-oxobicylo[4,3,0]nonan-9-yl)}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythro-furanose

Guidance literature:: In acetonitrile; for 96h; Molecular sieve; Reflux;
DOI:10.1002/ejoc.201400140

Reference yield:

: 34449-95-1
3-(2-cyano-ethyl)-aminopropanol

: 1603836-09-4
4S-{(1R,6S,9R)-5-(7-N-benzyl-3-N-(2-cyanoethyl)-3,7-diaza-8-oxa-2-oxobicylo[4,3,0]nonan-9-yl)}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythro-furanose

: 1603836-10-7
4S-{(1S,6R,9S)-5-(7-N-benzyl-3-N-(2-cyanoethyl)-3,7-diaza-8-oxa-2-oxobicylo[4,3,0]nonan-9-yl)}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythro-furanose

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:

: 1603835-99-9
(E)-N-(2-cyanoethyl)-N-(3-hydroxylpropyl)-2,3-di-O-tert-butyldimethylsilyl-5,6-dideoxy-1-(uracil-1yl)-β-D-ribo-5-ene-1-(uracil-1yl)heptofuranuronamide

: 1603836-09-4
4S-{(1R,6S,9R)-5-(7-N-benzyl-3-N-(2-cyanoethyl)-3,7-diaza-8-oxa-2-oxobicylo[4,3,0]nonan-9-yl)}-2,3-di-O-tert-butyldimethylsilyl-1-(uracil-1-yl)-β-D-erythro-furanose

Guidance literature:: Multi-step reaction with 2 steps

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

2: acetonitrile / 96 h / Molecular sieve; Reflux

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; acetonitrile;
DOI:10.1002/ejoc.201400140