Benzoic acid (1R,2S)-2-[(5S,6R)-3-((S)-1-bromomethyl-2-phenyl-ethyl)-5-methyl-2,4-dioxo-[1,3]oxazinan-6-yl]-1-((2R,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-propyl ester

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Chemical Name:Benzoic acid (1R,2S)-2-[(5S,6R)-3-((S)-1-bromomethyl-2-phenyl-ethyl)-5-methyl-2,4-dioxo-[1,3]oxazinan-6-yl]-1-((2R,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-propyl ester
CAS No.:1025807-88-8
Molecular Formula:C₃₂H₄₀BrNO₇
Molecular Weight:630.576
Hs Code.:

Benzoic acid (1R,2S)-2-[(5S,6R)-3-((S)-1-bromomethyl-2-phenyl-ethyl)-5-methyl-2,4-dioxo-[1,3]oxazinan-6-yl]-1-((2R,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-propyl ester

Synonyms:Benzoic acid (1R,2S)-2-[(5S,6R)-3-((S)-1-bromomethyl-2-phenyl-ethyl)-5-methyl-2,4-dioxo-[1,3]oxazinan-6-yl]-1-((2R,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-propyl ester

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Chemical Property of Benzoic acid (1R,2S)-2-[(5S,6R)-3-((S)-1-bromomethyl-2-phenyl-ethyl)-5-methyl-2,4-dioxo-[1,3]oxazinan-6-yl]-1-((2R,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-propyl ester

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Technology Process of Benzoic acid (1R,2S)-2-[(5S,6R)-3-((S)-1-bromomethyl-2-phenyl-ethyl)-5-methyl-2,4-dioxo-[1,3]oxazinan-6-yl]-1-((2R,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-propyl ester

There total 9 articles about Benzoic acid (1R,2S)-2-[(5S,6R)-3-((S)-1-bromomethyl-2-phenyl-ethyl)-5-methyl-2,4-dioxo-[1,3]oxazinan-6-yl]-1-((2R,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-propyl 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%

: 237056-41-6
(S)-4-Benzyl-3-{(S)-2-[(4S,5S,6R)-6-((2R,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-5-methyl-2-phenyl-[1,3]dioxan-4-yl]-propionyl}-oxazolidin-2-one

: 1025807-88-8
Benzoic acid (1R,2S)-2-[(5S,6R)-3-((S)-1-bromomethyl-2-phenyl-ethyl)-5-methyl-2,4-dioxo-[1,3]oxazinan-6-yl]-1-((2R,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-propyl ester

Guidance literature:: With N-Bromosuccinimide; barium carbonate; In dichloromethane; for 2.5h; Heating;
DOI:10.1021/jo990291y

Reference yield:

: 136521-65-8
(4S,6S)-4-Hydroxy-6-(benzyloxy)-1-heptene

: 1025807-88-8
Benzoic acid (1R,2S)-2-[(5S,6R)-3-((S)-1-bromomethyl-2-phenyl-ethyl)-5-methyl-2,4-dioxo-[1,3]oxazinan-6-yl]-1-((2R,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-propyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) KH / 1.) THF, 0 deg C, 20 min, 2.) room temperature, 1 h

2: 96 percent / Li/NH₃ / 4 h / -78 - 20 °C

3: 1.) O₃, 2.) DMS / 1.) -78 deg C, 2.) room temperature, 12 h

4: 84 percent / TMSOTf / acetonitrile / 0.25 h

5: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 2.) room temperature, 2.5 h

6: 1.) TiCl₄, i-Pr₂NEt / 1.) CH₂Cl₂, -5 deg C, 1 h, 2.) -78 deg C, 2.5 h; -40 deg C, 1.5 h

7: 90 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / 45 h

8: 78 percent / HBF₄ / dimethylformamide; diethyl ether / 72 h

9: 95 percent / BaCO₃, NBS / CH₂Cl₂ / 2.5 h / Heating

With N-Bromosuccinimide; tetrafluoroboric acid; 2,3-dimercapto-succinic acid; trimethylsilyl trifluoromethanesulfonate; ammonia; titanium tetrachloride; lithium; potassium hydride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; barium carbonate; tetramethylammonium triacetoxyborohydride; In diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo990291y

Reference yield:

: 142144-27-2
(2R,4R,6S)-4-(dimethoxy)-6-methyl-2-(prop-1-enyl)tetrahydropyran

: 1025807-88-8
Benzoic acid (1R,2S)-2-[(5S,6R)-3-((S)-1-bromomethyl-2-phenyl-ethyl)-5-methyl-2,4-dioxo-[1,3]oxazinan-6-yl]-1-((2R,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 2.) room temperature, 2.5 h

2: 1.) TiCl₄, i-Pr₂NEt / 1.) CH₂Cl₂, -5 deg C, 1 h, 2.) -78 deg C, 2.5 h; -40 deg C, 1.5 h

3: 90 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / 45 h

4: 78 percent / HBF₄ / dimethylformamide; diethyl ether / 72 h

5: 95 percent / BaCO₃, NBS / CH₂Cl₂ / 2.5 h / Heating

With N-Bromosuccinimide; tetrafluoroboric acid; titanium tetrachloride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; barium carbonate; tetramethylammonium triacetoxyborohydride; In diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo990291y