(2R,3S,4S)-4-benzoyloxy-2-tert-butyldiphenylsilyloxy-3-methylhept-6-enal

Base Information

Chemical Name:(2R,3S,4S)-4-benzoyloxy-2-tert-butyldiphenylsilyloxy-3-methylhept-6-enal
CAS No.:1315500-66-3
Molecular Formula:C₃₁H₃₆O₄Si
Molecular Weight:500.71
Hs Code.:

Synonyms:(2R,3S,4S)-4-benzoyloxy-2-tert-butyldiphenylsilyloxy-3-methylhept-6-enal

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Chemical Property of (2R,3S,4S)-4-benzoyloxy-2-tert-butyldiphenylsilyloxy-3-methylhept-6-enal

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Technology Process of (2R,3S,4S)-4-benzoyloxy-2-tert-butyldiphenylsilyloxy-3-methylhept-6-enal

There total 10 articles about (2R,3S,4S)-4-benzoyloxy-2-tert-butyldiphenylsilyloxy-3-methylhept-6-enal 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: 93.0%

: 1315500-65-2
(2R,3R,4S,5S)-5-benzoyloxy-3-tert-butyldiphenylsilyloxy-4-methyloct-7-ene-1,2-diol

: 1315500-66-3
(2R,3S,4S)-4-benzoyloxy-2-tert-butyldiphenylsilyloxy-3-methylhept-6-enal

Guidance literature:: With sodium periodate; water; In acetonitrile; at 20 ℃;
DOI:10.1055/s-0030-1260014

Reference yield:

: 1315500-60-7
(4S,5S,6S,7R)-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxy-5-methyloct-1-en-4-ol

: 1315500-66-3
(2R,3S,4S)-4-benzoyloxy-2-tert-butyldiphenylsilyloxy-3-methylhept-6-enal

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C

3: sodium acetate; pyridinium chlorochromate / dichloromethane / 3 h / 0 °C

4: potassium tri-sec-butyl-borohydride / tetrahydrofuran / 3 h / -78 °C

5: 1H-imidazole / dichloromethane / 12 h / 25 °C

6: water; trifluoroacetic acid / 3 h / 9 °C

7: sodium periodate; water / acetonitrile / 20 °C

With 1H-imidazole; sodium periodate; tetrabutyl ammonium fluoride; water; sodium acetate; potassium tri-sec-butyl-borohydride; triethylamine; pyridinium chlorochromate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1055/s-0030-1260014

Reference yield:

: 1234580-28-9
(3S,4S,5R)-4-tert-butyldiphenylsilyloxy-5,6-cyclohexylidenedioxy-3-methylhex-1-ene

: 1315500-66-3
(2R,3S,4S)-4-benzoyloxy-2-tert-butyldiphenylsilyloxy-3-methylhept-6-enal

Guidance literature:: Multi-step reaction with 9 steps

1.1: ozone / dichloromethane / 1 h / -78 °C

1.2: 16 h / 20 °C / Inert atmosphere

2.1: indium(III) chloride; water; (S)-[1,1']-binaphthalenyl-2,2'-diol / tetrahydrofuran; dichloromethane / 0.33 h / Inert atmosphere

2.2: 36 h / 20 °C

3.1: triethylamine / dichloromethane / 0 - 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C

5.1: sodium acetate; pyridinium chlorochromate / dichloromethane / 3 h / 0 °C

6.1: potassium tri-sec-butyl-borohydride / tetrahydrofuran / 3 h / -78 °C

7.1: 1H-imidazole / dichloromethane / 12 h / 25 °C

8.1: water; trifluoroacetic acid / 3 h / 9 °C

9.1: sodium periodate; water / acetonitrile / 20 °C

With 1H-imidazole; indium(III) chloride; sodium periodate; tetrabutyl ammonium fluoride; water; (S)-[1,1']-binaphthalenyl-2,2'-diol; sodium acetate; potassium tri-sec-butyl-borohydride; ozone; triethylamine; pyridinium chlorochromate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1055/s-0030-1260014