(1S,3R,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-5-(9'-fluorenylmethoxycarbonyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

Base Information

Chemical Name:(1S,3R,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-5-(9'-fluorenylmethoxycarbonyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane
CAS No.:894430-48-9
Molecular Formula:C₄₇H₄₃N₃O₉
Molecular Weight:793.873
Hs Code.:

Synonyms:(1S,3R,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-5-(9'-fluorenylmethoxycarbonyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

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Chemical Property of (1S,3R,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-5-(9'-fluorenylmethoxycarbonyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

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Technology Process of (1S,3R,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-5-(9'-fluorenylmethoxycarbonyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

There total 18 articles about (1S,3R,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-5-(9'-fluorenylmethoxycarbonyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane 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: 81.0%

: 866611-96-3
(1S,3R,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 894430-48-9
(1S,3R,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-5-(9'-fluorenylmethoxycarbonyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

Guidance literature:: With sodium hydrogencarbonate; In 1,4-dioxane; at 20 ℃; for 3h;
DOI:10.1021/jo060331f

Reference yield:

: 894430-43-4
(1S,3R,4S,7R)-7-benzyloxy-1-methanesulfonoxymethyl-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

: 894430-48-9
(1S,3R,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-5-(9'-fluorenylmethoxycarbonyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / CH₂Cl₂

1.2: KOAc; 18-C-6 / dioxane

1.3: 70 percent / NH₃ / methanol

2.1: 80 percent / NaBH₄ / ethanol

3.1: 70 percent / DMAP; pyridine

4.1: 70 percent / HCO₂NH₄ / Pd(OH)2/C / ethyl acetate

5.1: 80 percent / NaHCO₃ / dioxane; H₂O

With pyridine; dmap; sodium tetrahydroborate; ammonium formate; sodium hydrogencarbonate; palladium dihydroxide; In 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate;
DOI:10.1080/15257770500276866

Reference yield:

: 1-[2-azido-3-O-benzyl-2-deoxy-5-O-methanesulfonyl-4-C-methanesulfonoxymethyl-L-erythro-pentofuranosyl]thymine

: 894430-48-9
(1S,3R,4S,7R)-1-(4,4'-dimethoxytrityloxymethyl)-5-(9'-fluorenylmethoxycarbonyl)-7-hydroxy-3-(thymin-1-yl)-2-oxa-5-azabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 6 steps

1.1: P(CH₃)3; NaOH / tetrahydrofuran; H₂O

2.1: pyridine / CH₂Cl₂

2.2: KOAc; 18-C-6 / dioxane

2.3: 70 percent / NH₃ / methanol

3.1: 80 percent / NaBH₄ / ethanol

4.1: 70 percent / DMAP; pyridine

5.1: 70 percent / HCO₂NH₄ / Pd(OH)2/C / ethyl acetate

6.1: 80 percent / NaHCO₃ / dioxane; H₂O

With pyridine; dmap; sodium hydroxide; sodium tetrahydroborate; ammonium formate; sodium hydrogencarbonate; trimethylphosphane; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate;
DOI:10.1080/15257770500276866