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

Base Information

Chemical Name:1-<2-<(3R)-azido-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one
CAS No.:240119-80-6
Molecular Formula:C₂₅H₄₅N₃O₂Si
Molecular Weight:447.737
Hs Code.:

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

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

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

There total 9 articles about 1-<2-<(3R)-azido-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: 86.0%

: 240120-14-3
1-<2-<(3S)-methanesulfonyloxy-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one

: 240119-80-6
1-<2-<(3R)-azido-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one

Guidance literature:: With sodium azide; In dimethyl sulfoxide; at 60 ℃; for 20h;
DOI:10.1021/jo990363l

Reference yield:

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

: 240119-80-6
1-<2-<(3R)-azido-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one

Guidance literature:: Multi-step reaction with 8 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

7: Et₃N / CH₂Cl₂ / 3 h

8: 86 percent / NaN₃ / dimethylsulfoxide / 20 h / 60 °C

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

Reference yield:

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

: 240119-80-6
1-<2-<(3R)-azido-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one

Guidance literature:: Multi-step reaction with 5 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

4: Et₃N / CH₂Cl₂ / 3 h

5: 86 percent / NaN₃ / dimethylsulfoxide / 20 h / 60 °C

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