1-<2-<(3S)-hydroxy-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one

Base Information

Chemical Name:1-<2-<(3S)-hydroxy-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one
CAS No.:240120-10-9
Molecular Formula:C₂₅H₄₆O₃Si
Molecular Weight:422.724
Hs Code.:

Synonyms:1-<2-<(3S)-hydroxy-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one

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Chemical Property of 1-<2-<(3S)-hydroxy-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one

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Technology Process of 1-<2-<(3S)-hydroxy-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one

There total 7 articles about 1-<2-<(3S)-hydroxy-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one 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: 98.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 240120-05-2
1-<2-<(3S,4)-dihydroxybutyl>cyclohex-1-enyl>non-2-en-1-one

: 240120-10-9
1-<2-<(3S)-hydroxy-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 6h; Ambient temperature;
DOI:10.1021/jo990363l

Reference yield:

: 10424-93-8
N'-cyclohexylidene-N,N-dimethyl-hydrazine

: 240120-10-9
1-<2-<(3S)-hydroxy-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA, 2.) Cu(OAc)2 / 1.) THF, 0 deg C, 1 h; 3 h, 2.) THF, H₂O, 1 h

2: 1.) (i-Pr)2NMgBr, 2.) Et₃N, HMPA / 1.) Et₂O, 15 min, 2.) 20 h

3: 1.) MeLi, 2.) TMEDA / 1.) THF, Et₂O, 0 deg C, 30 min, 2.) 0 deg C, 30 min

4: 79 percent / LiCl, Pd(PPh₃)4 / tetrahydrofuran / 48 h / 55 °C

5: 83 percent / PdCl₂(MeCN)2 / acetonitrile; H₂O / 20 h / Ambient temperature

6: 98 percent / Et₃N, DMAP / CH₂Cl₂ / 6 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; dichloro bis(acetonitrile) palladium(II); tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper diacetate; bromomagnesium diisopropylamide; N,N,N,N,-tetramethylethylenediamine; methyllithium; triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1021/jo990363l

Reference yield:

: 2108-60-3,98747-10-5,98747-11-6
trimethyl{(E)oct-1-enyl}stannane

: 240120-10-9
1-<2-<(3S)-hydroxy-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / LiCl, Pd(PPh₃)4 / tetrahydrofuran / 48 h / 55 °C

2: 83 percent / PdCl₂(MeCN)2 / acetonitrile; H₂O / 20 h / Ambient temperature

3: 98 percent / Et₃N, DMAP / CH₂Cl₂ / 6 h / Ambient temperature

With dmap; dichloro bis(acetonitrile) palladium(II); tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; lithium chloride; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1021/jo990363l