(R)-3-methylcyclohex-2-en-1-yl (S)-6-(tert-butyldiphenylsilyl)oxy-2-diazo-5-hydroxy-3-oxohexanoate

Base Information

Chemical Name:(R)-3-methylcyclohex-2-en-1-yl (S)-6-(tert-butyldiphenylsilyl)oxy-2-diazo-5-hydroxy-3-oxohexanoate
CAS No.:1582752-87-1
Molecular Formula:C₂₉H₃₆N₂O₅Si
Molecular Weight:520.701
Hs Code.:

Synonyms:(R)-3-methylcyclohex-2-en-1-yl (S)-6-(tert-butyldiphenylsilyl)oxy-2-diazo-5-hydroxy-3-oxohexanoate

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Chemical Property of (R)-3-methylcyclohex-2-en-1-yl (S)-6-(tert-butyldiphenylsilyl)oxy-2-diazo-5-hydroxy-3-oxohexanoate

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Technology Process of (R)-3-methylcyclohex-2-en-1-yl (S)-6-(tert-butyldiphenylsilyl)oxy-2-diazo-5-hydroxy-3-oxohexanoate

There total 4 articles about (R)-3-methylcyclohex-2-en-1-yl (S)-6-(tert-butyldiphenylsilyl)oxy-2-diazo-5-hydroxy-3-oxohexanoate 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: 88.0%

: 1582752-84-8
(R)-3-methylcyclohex-2-en-1-yl (S)-6-(tert-butyldiphenylsilyl)oxy-2-diazo-3-oxo-5-(triethylsilyl)oxyhexanoate

: 1582752-87-1
(R)-3-methylcyclohex-2-en-1-yl (S)-6-(tert-butyldiphenylsilyl)oxy-2-diazo-5-hydroxy-3-oxohexanoate

Guidance literature:: With trifluoroacetic acid; In methanol; dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/ol500657f

Reference yield:

: (R)-3-methylcyclohex-2-en-1-yl (5S)-6-(tert-butyldiphenylsilyl)oxy-2-diazo-5-(triethylsilyl)oxy-3-hydroxyhexanoate

: 1582752-87-1
(R)-3-methylcyclohex-2-en-1-yl (S)-6-(tert-butyldiphenylsilyl)oxy-2-diazo-5-hydroxy-3-oxohexanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; pyridine / tetrahydrofuran; dimethyl sulfoxide / 6 h / Inert atmosphere

2: trifluoroacetic acid / dichloromethane; methanol / 0.5 h / 0 °C

With pyridine; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ol500657f

Reference yield:

: 1582752-73-5
(R)-3-methylcyclohex-2-en-1-yl diazoacetate

: 1582752-87-1
(R)-3-methylcyclohex-2-en-1-yl (S)-6-(tert-butyldiphenylsilyl)oxy-2-diazo-5-hydroxy-3-oxohexanoate

Guidance literature:: Multi-step reaction with 3 steps

1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; pyridine / tetrahydrofuran; dimethyl sulfoxide / 6 h / Inert atmosphere

3: trifluoroacetic acid / dichloromethane; methanol / 0.5 h / 0 °C

With pyridine; trifluoroacetic acid; lithium hexamethyldisilazane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ol500657f