(3aS,4S,6R,6aR)-tert-butyl 4-(2-amino-6-oxo-1,6-dihydropyrimidin-5-yl)-6-((benzyloxy)methyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate

Base Information

Chemical Name:(3aS,4S,6R,6aR)-tert-butyl 4-(2-amino-6-oxo-1,6-dihydropyrimidin-5-yl)-6-((benzyloxy)methyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate
CAS No.:1610426-19-1
Molecular Formula:C₂₄H₃₂N₄O₆
Molecular Weight:472.541
Hs Code.:

(3aS,4S,6R,6aR)-tert-butyl 4-(2-amino-6-oxo-1,6-dihydropyrimidin-5-yl)-6-((benzyloxy)methyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate

Synonyms:(3aS,4S,6R,6aR)-tert-butyl 4-(2-amino-6-oxo-1,6-dihydropyrimidin-5-yl)-6-((benzyloxy)methyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate

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Chemical Property of (3aS,4S,6R,6aR)-tert-butyl 4-(2-amino-6-oxo-1,6-dihydropyrimidin-5-yl)-6-((benzyloxy)methyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate

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Technology Process of (3aS,4S,6R,6aR)-tert-butyl 4-(2-amino-6-oxo-1,6-dihydropyrimidin-5-yl)-6-((benzyloxy)methyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate

There total 16 articles about (3aS,4S,6R,6aR)-tert-butyl 4-(2-amino-6-oxo-1,6-dihydropyrimidin-5-yl)-6-((benzyloxy)methyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate 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:

: 1610426-18-0
(3aR,4R,6S,6aS)-tert-butyl 4-((benzyloxy)methyl)-6-((Z)-3-(tert-butoxy)-1-methoxy-3-oxoprop-1-en-2-yl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate

: 50-01-1
guanidine hydrochloride

: 1610426-19-1
(3aS,4S,6R,6aR)-tert-butyl 4-(2-amino-6-oxo-1,6-dihydropyrimidin-5-yl)-6-((benzyloxy)methyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate

Guidance literature:: guanidine hydrochloride; With sodium ethanolate; In ethanol; at 20 ℃; for 0.166667h;

(3aR,4R,6S,6aS)-tert-butyl 4-((benzyloxy)methyl)-6-((Z)-3-(tert-butoxy)-1-methoxy-3-oxoprop-1-en-2-yl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate; In ethanol; Reflux;

Reference yield:

: 1044813-00-4
5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-L-lyxonic acid-1,4-lactone

: 1610426-19-1
(3aS,4S,6R,6aR)-tert-butyl 4-(2-amino-6-oxo-1,6-dihydropyrimidin-5-yl)-6-((benzyloxy)methyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 22 h / -5 - 20 °C

2.1: pyridine; dmap / 4 h / 0 - 20 °C / Inert atmosphere

3.1: 48 h / 70 °C

4.1: hydrogen; palladium on activated charcoal / ethanol / 5 h / 4137.29 Torr

5.1: N-chloro-succinimide / toluene / 17 - 23 °C

5.2: 17 h / -5 - 5 °C

6.1: lithium diisopropyl amide / tetrahydrofuran / 0.33 h / -65 °C

6.2: 2 h / -65 - 20 °C

7.1: methanol / 20 °C

7.2: 19 h

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 - 20 °C

9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.33 h / 20 °C / Cooling with ice

9.2: 20 °C / Cooling with ice

10.1: N,N-dimethyl-formamide; mineral oil / 4.17 h / 20 °C / Cooling with ice

11.1: sodium ethanolate / ethanol / 0.17 h / 20 °C

11.2: Reflux

With pyridine; methanol; dmap; sodium tetrahydroborate; N-chloro-succinimide; palladium on activated charcoal; hydrogen; sodium ethanolate; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

: 152006-17-2
2,3-O-isopropylidene-L-lyxono-1,4-lactone

: 1610426-19-1
(3aS,4S,6R,6aR)-tert-butyl 4-(2-amino-6-oxo-1,6-dihydropyrimidin-5-yl)-6-((benzyloxy)methyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate

Guidance literature:: Multi-step reaction with 12 steps

1.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere; Large scale

2.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 22 h / -5 - 20 °C

3.1: pyridine; dmap / 4 h / 0 - 20 °C / Inert atmosphere

4.1: 48 h / 70 °C

5.1: hydrogen; palladium on activated charcoal / ethanol / 5 h / 4137.29 Torr

6.1: N-chloro-succinimide / toluene / 17 - 23 °C

6.2: 17 h / -5 - 5 °C

7.1: lithium diisopropyl amide / tetrahydrofuran / 0.33 h / -65 °C

7.2: 2 h / -65 - 20 °C

8.1: methanol / 20 °C

8.2: 19 h

9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 - 20 °C

10.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.33 h / 20 °C / Cooling with ice

10.2: 20 °C / Cooling with ice

11.1: N,N-dimethyl-formamide; mineral oil / 4.17 h / 20 °C / Cooling with ice

12.1: sodium ethanolate / ethanol / 0.17 h / 20 °C

12.2: Reflux

With pyridine; 1H-imidazole; methanol; dmap; sodium tetrahydroborate; N-chloro-succinimide; palladium on activated charcoal; hydrogen; sodium ethanolate; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; toluene; mineral oil;