[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-[3-N'-[tyrosyl-prolylamino]propyl]thymine]-3'-spiro-5''-[4''-amino-1'',2''-oxathiole-2'',2''-dioxide]

Base Information

Chemical Name:[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-[3-N'-[tyrosyl-prolylamino]propyl]thymine]-3'-spiro-5''-[4''-amino-1'',2''-oxathiole-2'',2''-dioxide]
CAS No.:791112-04-4
Molecular Formula:C₄₁H₆₆N₆O₁₁SSi₂
Molecular Weight:907.246
Hs Code.:

Synonyms:[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-[3-N'-[tyrosyl-prolylamino]propyl]thymine]-3'-spiro-5''-[4''-amino-1'',2''-oxathiole-2'',2''-dioxide]

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Chemical Property of [1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-[3-N'-[tyrosyl-prolylamino]propyl]thymine]-3'-spiro-5''-[4''-amino-1'',2''-oxathiole-2'',2''-dioxide]

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Technology Process of [1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-[3-N'-[tyrosyl-prolylamino]propyl]thymine]-3'-spiro-5''-[4''-amino-1'',2''-oxathiole-2'',2''-dioxide]

There total 4 articles about [1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-[3-N'-[tyrosyl-prolylamino]propyl]thymine]-3'-spiro-5''-[4''-amino-1'',2''-oxathiole-2'',2''-dioxide] 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: 66.0%

: [1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-[3-N'-[N^α(benzyloxycarbonyl)-O(benzyl)-tyrosyl-prolylamino]propyl]thymine]-3'-spiro-5''-[4''-amino-1'',2''-oxathiole-2'',2''-dioxide]

: 791112-04-4
[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-[3-N'-[tyrosyl-prolylamino]propyl]thymine]-3'-spiro-5''-[4''-amino-1'',2''-oxathiole-2'',2''-dioxide]

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 2h; under 1292.87 Torr;
DOI:10.1021/jm0606490

Reference yield:

: 83280-13-1
Z-Tyr(OBzl)-Pro-OH

: 791112-04-4
[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-[3-N'-[tyrosyl-prolylamino]propyl]thymine]-3'-spiro-5''-[4''-amino-1'',2''-oxathiole-2'',2''-dioxide]

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / (benzotriazol-1-yl-oxy)-tris(dimethylamino)phosphonium*PF₆; triethylamine / CH₂Cl₂ / 24 h / 20 °C

2: 66 percent / H₂ / Pd/C / methanol / 2 h / 20 °C / 1292.87 Torr

With hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jm0606490

Reference yield:

: 672307-67-4
NAP-TSAO-T

: 791112-04-4
[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-[3-N'-[tyrosyl-prolylamino]propyl]thymine]-3'-spiro-5''-[4''-amino-1'',2''-oxathiole-2'',2''-dioxide]

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / (benzotriazol-1-yl-oxy)-tris(dimethylamino)phosphonium*PF₆; triethylamine / CH₂Cl₂ / 24 h / 20 °C

2: 66 percent / H₂ / Pd/C / methanol / 2 h / 20 °C / 1292.87 Torr

With hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jm0606490