1-{(1S,2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentyl}-5-methylpyrimidine-2,4(1H,3H)-dione

Base Information

Chemical Name:1-{(1S,2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentyl}-5-methylpyrimidine-2,4(1H,3H)-dione
CAS No.:892409-72-2
Molecular Formula:C₂₅H₂₈N₂O₄
Molecular Weight:420.508
Hs Code.:

Synonyms:1-{(1S,2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentyl}-5-methylpyrimidine-2,4(1H,3H)-dione

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Chemical Property of 1-{(1S,2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentyl}-5-methylpyrimidine-2,4(1H,3H)-dione

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Technology Process of 1-{(1S,2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentyl}-5-methylpyrimidine-2,4(1H,3H)-dione

There total 6 articles about 1-{(1S,2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentyl}-5-methylpyrimidine-2,4(1H,3H)-dione 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: 39.0%

: 4330-20-5
N-3-benzoylthymine

: 648414-60-2
(1R,2S,3S)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol

: 892409-72-2
1-{(1S,2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentyl}-5-methylpyrimidine-2,4(1H,3H)-dione

: 2-({(1S,2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentyl}oxy)-5-methylpyrimidin-4(3H)-one

Guidance literature:: N-3-benzoylthymine; (1R,2S,3S)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol; With di-isopropyl azodicarboxylate; triphenylphosphine; In acetonitrile; at 50 ℃; Microwave irradiation;

With sodium hydroxide; In methanol; at 20 ℃;
DOI:10.1055/s-0037-1609493

Reference yield:

: 3-Benzoyl-1-((1S,2R,3S)-3-benzyloxy-2-benzyloxymethyl-cyclopentyl)-5-methyl-1H-pyrimidine-2,4-dione

: 892409-72-2
1-{(1S,2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentyl}-5-methylpyrimidine-2,4(1H,3H)-dione

Guidance literature:: With sodium hydroxide; In methanol; at 20 ℃; for 12h;
DOI:10.1055/s-2006-926411

Reference yield:

: 100-39-0
benzyl bromide

: 892409-72-2
1-{(1S,2R,3S)-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentyl}-5-methylpyrimidine-2,4(1H,3H)-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 1 h / 20 °C

1.2: 90 percent / Bu₄NI / tetrahydrofuran / 12 h / 20 °C

2.1: BH₃ / tetrahydrofuran / 12 h / 0 °C

2.2: 22 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 12 h / 20 °C

3.1: PPh₃; DIAD / acetonitrile / 16 h / -40 - 20 °C

4.1: 180 mg / NaOH / methanol / 12 h / 20 °C

With sodium hydroxide; di-isopropyl azodicarboxylate; borane; sodium hydride; triphenylphosphine; In tetrahydrofuran; methanol; acetonitrile; 3.1: Mitsunobu reaction;
DOI:10.1055/s-2006-926411