methyl 8R-tert-butyldiphenylsilyloxy-11R-hydroxy-13-nitro-15-oxo-9S,12S-oxyeicosa-5Z-enoate

Base Information

Chemical Name:methyl 8R-tert-butyldiphenylsilyloxy-11R-hydroxy-13-nitro-15-oxo-9S,12S-oxyeicosa-5Z-enoate
CAS No.:74581-63-8
Molecular Formula:C₃₇H₅₃NO₈Si
Molecular Weight:667.915
Hs Code.:

Synonyms:methyl 8R-tert-butyldiphenylsilyloxy-11R-hydroxy-13-nitro-15-oxo-9S,12S-oxyeicosa-5Z-enoate

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Chemical Property of methyl 8R-tert-butyldiphenylsilyloxy-11R-hydroxy-13-nitro-15-oxo-9S,12S-oxyeicosa-5Z-enoate

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Technology Process of methyl 8R-tert-butyldiphenylsilyloxy-11R-hydroxy-13-nitro-15-oxo-9S,12S-oxyeicosa-5Z-enoate

There total 14 articles about methyl 8R-tert-butyldiphenylsilyloxy-11R-hydroxy-13-nitro-15-oxo-9S,12S-oxyeicosa-5Z-enoate 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: 80.0%

: 74595-20-3
(Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-{(2S,4R)-4-hydroxy-5-[1-nitro-2-(2-pentyl-[1,3]dioxolan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-oct-5-enoic acid methyl ester

: 74581-63-8
methyl 8R-tert-butyldiphenylsilyloxy-11R-hydroxy-13-nitro-15-oxo-9S,12S-oxyeicosa-5Z-enoate

Guidance literature:: With toluene-4-sulfonic acid; In acetone; Ambient temperature;
DOI:10.1139/v81-394

Reference yield:

: 74581-59-2
methyl 8R-tert-butyldiphenylsilyloxy-9S,11R-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate

: 74581-63-8
methyl 8R-tert-butyldiphenylsilyloxy-11R-hydroxy-13-nitro-15-oxo-9S,12S-oxyeicosa-5Z-enoate

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / diisopropylamine / dimethylformamide / Ambient temperature

2: triethylamine, 4-dimethylaminopyridine / diethyl ether / 0.5 h / Ambient temperature

3: 95 percent / K₂CO₃, dicyclohexyl-18-crown-6 / benzene / 6 h / 75 °C

4: 60 percent / 2N HCl / H₂O; methanol / 2 h / Ambient temperature

5: 80 percent / p-toluenesulfonic acid / acetone / Ambient temperature

With hydrogenchloride; dmap; perhydrodibenzo-18-crown-6; potassium carbonate; toluene-4-sulfonic acid; triethylamine; diisopropylamine; In methanol; diethyl ether; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1139/v81-394

Reference yield:

: 74581-60-5
1-nitro-octan-3-one ethylene ketal

: 74581-63-8
methyl 8R-tert-butyldiphenylsilyloxy-11R-hydroxy-13-nitro-15-oxo-9S,12S-oxyeicosa-5Z-enoate

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / diisopropylamine / dimethylformamide / Ambient temperature

2: triethylamine, 4-dimethylaminopyridine / diethyl ether / 0.5 h / Ambient temperature

3: 95 percent / K₂CO₃, dicyclohexyl-18-crown-6 / benzene / 6 h / 75 °C

4: 60 percent / 2N HCl / H₂O; methanol / 2 h / Ambient temperature

5: 80 percent / p-toluenesulfonic acid / acetone / Ambient temperature

With hydrogenchloride; dmap; perhydrodibenzo-18-crown-6; potassium carbonate; toluene-4-sulfonic acid; triethylamine; diisopropylamine; In methanol; diethyl ether; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1139/v81-394