2-Oxa-6-azabicyclo[3.2.0]heptane-3-methanol, 1-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-4-hydroxy-6-(phen oxyacetyl)-, (1R,3R,4S,5R)-

Base Information

Chemical Name:2-Oxa-6-azabicyclo[3.2.0]heptane-3-methanol, 1-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-4-hydroxy-6-(phen oxyacetyl)-, (1R,3R,4S,5R)-
CAS No.:874812-42-7
Molecular Formula:C19H21N3O7
Molecular Weight:403.392
Hs Code.:

2-Oxa-6-azabicyclo[3.2.0]heptane-3-methanol,
1-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-4-hydroxy-6-(phen
oxyacetyl)-, (1R,3R,4S,5R)-

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Chemical Property of 2-Oxa-6-azabicyclo[3.2.0]heptane-3-methanol, 1-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-4-hydroxy-6-(phen oxyacetyl)-, (1R,3R,4S,5R)-

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Technology Process of 2-Oxa-6-azabicyclo[3.2.0]heptane-3-methanol, 1-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-4-hydroxy-6-(phen oxyacetyl)-, (1R,3R,4S,5R)-

There total 12 articles about 2-Oxa-6-azabicyclo[3.2.0]heptane-3-methanol, 1-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-4-hydroxy-6-(phen oxyacetyl)-, (1R,3R,4S,5R)- 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: 92.0%

: 874812-41-6
(1R,3R,4S,5R)-3-benzyloxymethyl-4-benzyloxy-6-N-phenoxyacetyl-1-(thymin-1-yl)-6-aza-2-oxabicyclo[3.2.0]heptane

: 874812-42-7
1-[(1R,3R,4S,5R)-4-Hydroxy-3-hydroxymethyl-6-(2-phenoxy-acetyl)-2-oxa-6-aza-bicyclo[3.2.0]hept-1-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: With ammonium formate; palladium dihydroxide; In methanol; for 3h; Heating;
DOI:10.1021/jo052115x

Reference yield:

: 1054657-53-2
(2R,3R,3aS,9aR)-3-Benzyloxy-2-benzyloxymethyl-9a-hydroxymethyl-7-methyl-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one

: 874812-42-7
1-[(1R,3R,4S,5R)-4-Hydroxy-3-hydroxymethyl-6-(2-phenoxy-acetyl)-2-oxa-6-aza-bicyclo[3.2.0]hept-1-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 10 steps

1.1: 3.26 g / aq. NaOH / ethanol / 20 °C

2.1: 98 percent / pyridine / 3 h / 20 °C

3.1: 80 percent / NaH / dimethylformamide / 0 - 20 °C

4.1: 94 percent / MeONa / methanol / 0.5 h / 20 °C

5.1: pyridine / 0 - 4 °C

5.2: 77 percent / dimethylformamide / 110 °C

6.1: 93 percent / aq. MeNH₂ / methanol / 4 h / 20 °C

7.1: 66 percent / Et₃N; pyridine / 48 h / 90 °C

8.1: 62 percent / ceric ammonium nitrate / acetonitrile; H₂O / 3 h / 20 °C

9.1: 86 percent / pyridine / 3 h / 20 °C

10.1: 92 percent / ammonium formate / Pd(OH)2/C / methanol / 3 h / Heating

With pyridine; sodium hydroxide; ammonium cerium(IV) nitrate; sodium methylate; ammonium formate; sodium hydride; triethylamine; methylamine; palladium dihydroxide; In methanol; ethanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo052115x

Reference yield:

: 874812-33-6
1-((2R,3S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-3-hydroxy-2-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

: 874812-42-7
1-[(1R,3R,4S,5R)-4-Hydroxy-3-hydroxymethyl-6-(2-phenoxy-acetyl)-2-oxa-6-aza-bicyclo[3.2.0]hept-1-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 9 steps

1.1: 98 percent / pyridine / 3 h / 20 °C

2.1: 80 percent / NaH / dimethylformamide / 0 - 20 °C

3.1: 94 percent / MeONa / methanol / 0.5 h / 20 °C

4.1: pyridine / 0 - 4 °C

4.2: 77 percent / dimethylformamide / 110 °C

5.1: 93 percent / aq. MeNH₂ / methanol / 4 h / 20 °C

6.1: 66 percent / Et₃N; pyridine / 48 h / 90 °C

7.1: 62 percent / ceric ammonium nitrate / acetonitrile; H₂O / 3 h / 20 °C

8.1: 86 percent / pyridine / 3 h / 20 °C

9.1: 92 percent / ammonium formate / Pd(OH)2/C / methanol / 3 h / Heating

With pyridine; ammonium cerium(IV) nitrate; sodium methylate; ammonium formate; sodium hydride; triethylamine; methylamine; palladium dihydroxide; In methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo052115x