| Id |
Subject |
Object |
Predicate |
Lexical cue |
| TextSentencer_T1 |
0-172 |
Sentence |
denotes |
Synthesis of 1-(3-azido-2,3-dideoxy-beta-D-allofuranosyl)thymine, 1-(2,3-dideoxy-beta-D-allofuranosyl)thymine, and 1-(2,3-dideoxy-beta-D-erythro-hex-2-enofuranosyl)thymine. |
| T1 |
0-172 |
Sentence |
denotes |
Synthesis of 1-(3-azido-2,3-dideoxy-beta-D-allofuranosyl)thymine, 1-(2,3-dideoxy-beta-D-allofuranosyl)thymine, and 1-(2,3-dideoxy-beta-D-erythro-hex-2-enofuranosyl)thymine. |
| TextSentencer_T2 |
173-384 |
Sentence |
denotes |
1-(2-O-Acetyl-3,5,6-tri-O-benzoyl-beta-D-glucofuranosyl)thymine (1) was converted into the 2,2'-anhydro derivative 4 by selective deacetylation, mesylation, and treatment with 1,8-diazabicyclo[5.4.0]undec-7-ene. |
| T2 |
173-384 |
Sentence |
denotes |
1-(2-O-Acetyl-3,5,6-tri-O-benzoyl-beta-D-glucofuranosyl)thymine (1) was converted into the 2,2'-anhydro derivative 4 by selective deacetylation, mesylation, and treatment with 1,8-diazabicyclo[5.4.0]undec-7-ene. |
| TextSentencer_T3 |
385-533 |
Sentence |
denotes |
Cleavage of the 2,2'-anhydro ring in 4 with hydrogen bromide or hydrogen chloride led to the 2'-bromo (5) or 2'-chloro (6) derivative, respectively. |
| T3 |
385-533 |
Sentence |
denotes |
Cleavage of the 2,2'-anhydro ring in 4 with hydrogen bromide or hydrogen chloride led to the 2'-bromo (5) or 2'-chloro (6) derivative, respectively. |
| TextSentencer_T4 |
534-657 |
Sentence |
denotes |
Dehalogenation of 6 with tributylstannane and then debenzoylation gave 1-(2-deoxy-beta-D-arabino-hexofuranosyl)thymine (8). |
| T4 |
534-657 |
Sentence |
denotes |
Dehalogenation of 6 with tributylstannane and then debenzoylation gave 1-(2-deoxy-beta-D-arabino-hexofuranosyl)thymine (8). |
| TextSentencer_T5 |
658-810 |
Sentence |
denotes |
Isopropylidenation of 8 followed by mesylation, azide displacement, and deprotection gave 1-(3-azido-2,3-dideoxy-beta-D-ribo-hexofuranosyl)thymine (12). |
| T5 |
658-810 |
Sentence |
denotes |
Isopropylidenation of 8 followed by mesylation, azide displacement, and deprotection gave 1-(3-azido-2,3-dideoxy-beta-D-ribo-hexofuranosyl)thymine (12). |
| TextSentencer_T6 |
811-973 |
Sentence |
denotes |
Oxidation of 12 with Dowex 1 (IO4-) resin followed by reduction with Dowex 1 (BH4-) resin gave 1-(3-azido-2,3-dideoxy-beta-D-erythro-pentofuranosyl)thymine (AZT). |
| T6 |
811-973 |
Sentence |
denotes |
Oxidation of 12 with Dowex 1 (IO4-) resin followed by reduction with Dowex 1 (BH4-) resin gave 1-(3-azido-2,3-dideoxy-beta-D-erythro-pentofuranosyl)thymine (AZT). |
| TextSentencer_T7 |
974-1177 |
Sentence |
denotes |
Catalytic hydrogenation of 5 afforded a mixture of 1-(5,6-di-O-benzoyl-2,3-dideoxy-beta-D-erythro-hexofuranosyl)thymi ne (13) and 1-(3,5,6-tri-O-benzoyl-2-deoxy-beta-D-arabino-hexofuranosyl)thymin e (7). |
| T7 |
974-1177 |
Sentence |
denotes |
Catalytic hydrogenation of 5 afforded a mixture of 1-(5,6-di-O-benzoyl-2,3-dideoxy-beta-D-erythro-hexofuranosyl)thymi ne (13) and 1-(3,5,6-tri-O-benzoyl-2-deoxy-beta-D-arabino-hexofuranosyl)thymin e (7). |
| TextSentencer_T8 |
1178-1297 |
Sentence |
denotes |
Reaction of 5 with a Cu/Zn couple gave 1-(5,6-di-O-benzoyl-2,3-dideoxy-beta-D-erythro-hex-2-enofuranosyl) thymine (15). |
| T8 |
1178-1297 |
Sentence |
denotes |
Reaction of 5 with a Cu/Zn couple gave 1-(5,6-di-O-benzoyl-2,3-dideoxy-beta-D-erythro-hex-2-enofuranosyl) thymine (15). |
| TextSentencer_T9 |
1298-1453 |
Sentence |
denotes |
1-(2,3-Dideoxy-beta-D-erythro-hexofuranosyl)thymine (14) and 1-(2,3-dideoxy-beta-D-erythro-hex-2-enofuranosyl)thymine (16) were obtained by debenzoylation. |
| T9 |
1298-1453 |
Sentence |
denotes |
1-(2,3-Dideoxy-beta-D-erythro-hexofuranosyl)thymine (14) and 1-(2,3-dideoxy-beta-D-erythro-hex-2-enofuranosyl)thymine (16) were obtained by debenzoylation. |
