1-[(2R,5S,6S)-6-Iodomethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-4-methoxy-1H-pyrimidin-2-one

Base Information

Chemical Name:1-[(2R,5S,6S)-6-Iodomethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-4-methoxy-1H-pyrimidin-2-one
CAS No.:204990-50-1
Molecular Formula:C₁₉H₂₃IN₂O₅
Molecular Weight:486.307
Hs Code.:

Synonyms:1-[(2R,5S,6S)-6-Iodomethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-4-methoxy-1H-pyrimidin-2-one

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Chemical Property of 1-[(2R,5S,6S)-6-Iodomethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-4-methoxy-1H-pyrimidin-2-one

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Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 1-[(2R,5S,6S)-6-Iodomethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-4-methoxy-1H-pyrimidin-2-one

There total 7 articles about 1-[(2R,5S,6S)-6-Iodomethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-4-methoxy-1H-pyrimidin-2-one 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: 85.0%

: 204990-48-7
1-[(2R,5S,6R)-6-Hydroxymethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-4-methoxy-1H-pyrimidin-2-one

: 204990-50-1
1-[(2R,5S,6S)-6-Iodomethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-4-methoxy-1H-pyrimidin-2-one

Guidance literature:: With iodine; triphenylphosphine; In pyridine; for 5h;

Reference yield:

: 23339-17-5
methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hexopyranoside

: 204990-50-1
1-[(2R,5S,6S)-6-Iodomethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-4-methoxy-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 81 percent / BF₃*Et₂O / CH₂Cl₂ / 17 h / Ambient temperature

2: NaOMe / methanol / 24 h / Ambient temperature

3: HBF₄-OEt₂ / dimethylformamide / 1 h / Ambient temperature

4: 1.) NaBH₃CN, MS 3A, 2.) Me₃SiCl / 1.) MeCN, 30 min, 2.) MeCN, room temperature, 2 h

5: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, -20 deg C, 15 h

6: 1.) MS 4A, Me₂S(SMe)BF₄, 2.) aq. NaOH / 1.) MeCN, -20 deg C, 5 h, 2.) -20 deg C to 0 deg C, 2 h

7: 85 percent / I₂, Ph₃P / pyridine / 5 h

With tetrafluoroboric acid diethyl ether; sodium hydroxide; chloro-trimethyl-silane; boron trifluoride diethyl etherate; dimethyl(methylthio)sulfonium tetrafluoroborate; iodine; sodium methylate; sodium hydride; sodium cyanoborohydride; triphenylphosphine; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 143087-25-6
Acetic acid (2R,3S)-2-acetoxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

: 204990-50-1
1-[(2R,5S,6S)-6-Iodomethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-4-methoxy-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: NaOMe / methanol / 24 h / Ambient temperature

2: HBF₄-OEt₂ / dimethylformamide / 1 h / Ambient temperature

3: 1.) NaBH₃CN, MS 3A, 2.) Me₃SiCl / 1.) MeCN, 30 min, 2.) MeCN, room temperature, 2 h

4: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, -20 deg C, 15 h

5: 1.) MS 4A, Me₂S(SMe)BF₄, 2.) aq. NaOH / 1.) MeCN, -20 deg C, 5 h, 2.) -20 deg C to 0 deg C, 2 h

6: 85 percent / I₂, Ph₃P / pyridine / 5 h

With tetrafluoroboric acid diethyl ether; sodium hydroxide; chloro-trimethyl-silane; dimethyl(methylthio)sulfonium tetrafluoroborate; iodine; sodium methylate; sodium hydride; sodium cyanoborohydride; triphenylphosphine; In pyridine; methanol; N,N-dimethyl-formamide;