(3S,8S,9S)-(E)-1,3-di-tert-butylsilenyldioxy-7-hydroxy-8-methyl-9-methoxy-9-(tert-butyldiphenylsiloxymethyl-2,4'-trisoxazole-4'-yl)-non-5-ene

Base Information

Chemical Name:(3S,8S,9S)-(E)-1,3-di-tert-butylsilenyldioxy-7-hydroxy-8-methyl-9-methoxy-9-(tert-butyldiphenylsiloxymethyl-2,4'-trisoxazole-4'-yl)-non-5-ene
CAS No.:313696-79-6
Molecular Formula:C₄₅H₆₁N₃O₈Si₂
Molecular Weight:828.166
Hs Code.:

Synonyms:(3S,8S,9S)-(E)-1,3-di-tert-butylsilenyldioxy-7-hydroxy-8-methyl-9-methoxy-9-(tert-butyldiphenylsiloxymethyl-2,4'-trisoxazole-4'-yl)-non-5-ene

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Chemical Property of (3S,8S,9S)-(E)-1,3-di-tert-butylsilenyldioxy-7-hydroxy-8-methyl-9-methoxy-9-(tert-butyldiphenylsiloxymethyl-2,4'-trisoxazole-4'-yl)-non-5-ene

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Technology Process of (3S,8S,9S)-(E)-1,3-di-tert-butylsilenyldioxy-7-hydroxy-8-methyl-9-methoxy-9-(tert-butyldiphenylsiloxymethyl-2,4'-trisoxazole-4'-yl)-non-5-ene

There total 11 articles about (3S,8S,9S)-(E)-1,3-di-tert-butylsilenyldioxy-7-hydroxy-8-methyl-9-methoxy-9-(tert-butyldiphenylsiloxymethyl-2,4'-trisoxazole-4'-yl)-non-5-ene 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: 92.0%

: 262279-27-6
(5R,6S)-3-methoxy-2-methyl-3-(2-tert-butyldiphenylsiloxymethyl-2,4'-trioxazole-4'-yl)-propanal

: (S)-4,6-di-tert-butylsilenyldioxy-1-iodo-hexa-1-ene

: 313696-79-6
(3S,8S,9S)-(E)-1,3-di-tert-butylsilenyldioxy-7-hydroxy-8-methyl-9-methoxy-9-(tert-butyldiphenylsiloxymethyl-2,4'-trisoxazole-4'-yl)-non-5-ene

Guidance literature:: With chromium dichloride; nickel dichloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/ja002377a

Reference yield:

: 194232-63-8
2''-(tert-Butyl-diphenyl-silanyloxymethyl)-[2,4';2',4'']teroxazole-4-carbaldehyde

: 313696-79-6
(3S,8S,9S)-(E)-1,3-di-tert-butylsilenyldioxy-7-hydroxy-8-methyl-9-methoxy-9-(tert-butyldiphenylsiloxymethyl-2,4'-trisoxazole-4'-yl)-non-5-ene

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / TiCl₄ / CH₂Cl₂ / 24 h / -78 - 20 °C

2: 93 percent / silver(I) oxide / 10 h / Heating

3: OsO₄; trimethylamine N-oxide dihydrate; t-BuOH / tetrahydrofuran; H₂O; toluene / 4 h / 20 °C

4: 773 mg / Pb(OAc)4; K₂CO₃ / diethyl ether / 0.25 h / 0 °C

5: 92 percent / NiCl₂; CrCl₂ / tetrahydrofuran; dimethylformamide / 20 °C

With chromium dichloride; lead(IV) acetate; osmium(VIII) oxide; trimethylamine-N-oxide; titanium tetrachloride; potassium carbonate; nickel dichloride; silver(l) oxide; tert-butyl alcohol; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja002377a

Reference yield:

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: 313696-79-6
(3S,8S,9S)-(E)-1,3-di-tert-butylsilenyldioxy-7-hydroxy-8-methyl-9-methoxy-9-(tert-butyldiphenylsiloxymethyl-2,4'-trisoxazole-4'-yl)-non-5-ene

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / 2,6-lutidine / CH₂Cl₂; dimethylformamide / 0 °C

2: 99 percent / oxalyl chloride; dimethylsulfoxide; triethylamine / -78 - 25 °C

3: lithium bis(trimethylsilyl) amide / tetrahydrofuran / 0.5 h / -10 °C

4: 221 mg / mercury acetate / tetrahydrofuran; H₂O / 1 h / 20 °C

5: 74 percent / CrCl₂ / tetrahydrofuran / 8 h / 20 °C

6: 92 percent / NiCl₂; CrCl₂ / tetrahydrofuran; dimethylformamide / 20 °C

With 2,6-dimethylpyridine; chromium dichloride; oxalyl dichloride; mercury(II) diacetate; dimethyl sulfoxide; triethylamine; nickel dichloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 2: Swern oxidation / 5: Takai olefination;
DOI:10.1021/ja002377a