Acetic acid (1R,2S,3S,4R)-2-benzyloxy-3-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentylmethyl ester

Base Information

Chemical Name:Acetic acid (1R,2S,3S,4R)-2-benzyloxy-3-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentylmethyl ester
CAS No.:133149-23-2
Molecular Formula:C₂₀H₂₄N₂O₆
Molecular Weight:388.42
Hs Code.:

Synonyms:Acetic acid (1R,2S,3S,4R)-2-benzyloxy-3-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentylmethyl ester

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Chemical Property of Acetic acid (1R,2S,3S,4R)-2-benzyloxy-3-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentylmethyl ester

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Technology Process of Acetic acid (1R,2S,3S,4R)-2-benzyloxy-3-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentylmethyl ester

There total 10 articles about Acetic acid (1R,2S,3S,4R)-2-benzyloxy-3-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentylmethyl ester 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: 44.0%

: 133149-22-1
Acetic acid (1S,2S,3R,5S)-2-benzyloxy-6-oxa-bicyclo[3.1.0]hex-3-ylmethyl ester

: 65-71-4,28806-14-6,691841-57-3
thymin

: 133149-23-2
Acetic acid (1R,2S,3S,4R)-2-benzyloxy-3-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentylmethyl ester

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 140 ℃; for 48h; or with K₂CO₃ (24 h);
DOI:10.1016/S0040-4039(00)74840-4

Reference yield:

: 133268-26-5
cis-4-Oxa-bicyclo[3.3.0]-7-octen-3-on

: 133149-23-2
Acetic acid (1R,2S,3S,4R)-2-benzyloxy-3-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentylmethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: KOH / dioxane / 1 h / Heating

3: Et₃N / acetone

4: NaN₃

5: toluene / 1 h / Heating

6: H₂O

7: 46 percent / NaNO₂ / CH₂Cl₂ / 24 h

8: 82 percent / MCPBA / toluene / 2 h / Heating

9: 44 percent / NaH / dimethylformamide / 48 h / 140 °C / or with K₂CO₃ (24 h)

With potassium hydroxide; sodium azide; water; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium nitrite; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/S0040-4039(00)74840-4

Reference yield:

: 16346-63-7
(1R,4R)-(+)-norbornenone

: 133149-23-2
Acetic acid (1R,2S,3S,4R)-2-benzyloxy-3-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentylmethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 65 percent / H₂O₂, H₂SO₄ / diethyl ether

2: KOH / dioxane / 1 h / Heating

4: Et₃N / acetone

5: NaN₃

6: toluene / 1 h / Heating

7: H₂O

8: 46 percent / NaNO₂ / CH₂Cl₂ / 24 h

9: 82 percent / MCPBA / toluene / 2 h / Heating

10: 44 percent / NaH / dimethylformamide / 48 h / 140 °C / or with K₂CO₃ (24 h)

With potassium hydroxide; sodium azide; sulfuric acid; water; dihydrogen peroxide; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium nitrite; In 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/S0040-4039(00)74840-4