Carbonic acid benzyl ester (R)-1-[(2R,3S)-2-[1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-4-oxo-1-(tetrahydro-pyran-2-yl)-azetidin-3-yl]-ethyl ester

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Chemical Name:Carbonic acid benzyl ester (R)-1-[(2R,3S)-2-[1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-4-oxo-1-(tetrahydro-pyran-2-yl)-azetidin-3-yl]-ethyl ester
CAS No.:104362-92-7
Molecular Formula:C₂₆H₃₇NO₇
Molecular Weight:475.582
Hs Code.:

Carbonic acid benzyl ester (R)-1-[(2R,3S)-2-[1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-4-oxo-1-(tetrahydro-pyran-2-yl)-azetidin-3-yl]-ethyl ester

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Chemical Property of Carbonic acid benzyl ester (R)-1-[(2R,3S)-2-[1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-4-oxo-1-(tetrahydro-pyran-2-yl)-azetidin-3-yl]-ethyl ester

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Technology Process of Carbonic acid benzyl ester (R)-1-[(2R,3S)-2-[1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-4-oxo-1-(tetrahydro-pyran-2-yl)-azetidin-3-yl]-ethyl ester

There total 10 articles about Carbonic acid benzyl ester (R)-1-[(2R,3S)-2-[1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-4-oxo-1-(tetrahydro-pyran-2-yl)-azetidin-3-yl]-ethyl 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: 95.0%

: 104362-82-5
(3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(2-tetrahydropyranyl)-4-<1-(2-tetrahydropyranyloxy)methylethenyl>-2-azetidinone

: 104362-92-7,104420-04-4
Carbonic acid benzyl ester (R)-1-[(2R,3S)-2-[1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-4-oxo-1-(tetrahydro-pyran-2-yl)-azetidin-3-yl]-ethyl ester

Guidance literature:: With hydrogen; platinum(IV) oxide; In acetonitrile; at 0 - 5 ℃; for 3h;
DOI:10.1248/cpb.40.1098

Reference yield:

: 86258-97-1
(3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-2-azetidinone

: 104362-92-7,104420-04-4
Carbonic acid benzyl ester (R)-1-[(2R,3S)-2-[1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-4-oxo-1-(tetrahydro-pyran-2-yl)-azetidin-3-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / 98percent aq. H₂SO₄ / 3 h / 65 °C

2: 88 percent / tetrahydrofuran / 1 h / 0 - 5 °C

3: 100 percent / 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 12 h / 0 - 20 °C

4: 89 percent / SOCl₂, pyridine / toluene / 5 h / 20 - 30 °C

5: 95 percent / Cl₂ / ethyl acetate; CCl₄ / 1 h / Ambient temperature

6: 67 percent / ceric ammonium nitrate (CAN) / acetonitrile; H₂O / 0.5 h / Ambient temperature

7: 83 percent / Cu₂O, p-toluenesulfonic acid monohydrate, water / dimethylsulfoxide / 2 h / 50 - 55 °C

8: 49 percent / p-toluenesulfonic acid (p-TsOH) / CH₂Cl₂ / 0.83 h / Ambient temperature

9: 95 percent / H₂ / PtO₂ / acetonitrile / 3 h / 0 - 5 °C

With pyridine; copper(I) oxide; dmap; thionyl chloride; ammonium cerium(IV) nitrate; sulfuric acid; water; hydrogen; chlorine; toluene-4-sulfonic acid; platinum(IV) oxide; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; toluene; acetonitrile;
DOI:10.1248/cpb.40.1098

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 104362-92-7,104420-04-4
Carbonic acid benzyl ester (R)-1-[(2R,3S)-2-[1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-4-oxo-1-(tetrahydro-pyran-2-yl)-azetidin-3-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 12 h / 0 - 20 °C

2: 89 percent / SOCl₂, pyridine / toluene / 5 h / 20 - 30 °C

3: 95 percent / Cl₂ / ethyl acetate; CCl₄ / 1 h / Ambient temperature

4: 67 percent / ceric ammonium nitrate (CAN) / acetonitrile; H₂O / 0.5 h / Ambient temperature

5: 83 percent / Cu₂O, p-toluenesulfonic acid monohydrate, water / dimethylsulfoxide / 2 h / 50 - 55 °C

6: 49 percent / p-toluenesulfonic acid (p-TsOH) / CH₂Cl₂ / 0.83 h / Ambient temperature

7: 95 percent / H₂ / PtO₂ / acetonitrile / 3 h / 0 - 5 °C

With pyridine; copper(I) oxide; dmap; thionyl chloride; ammonium cerium(IV) nitrate; water; hydrogen; chlorine; toluene-4-sulfonic acid; platinum(IV) oxide; In tetrachloromethane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; toluene; acetonitrile;
DOI:10.1248/cpb.40.1098