(4S,5E)-4-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-N-hydroxy-5,7-octadienamide

Base Information

Chemical Name:(4S,5E)-4-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-N-hydroxy-5,7-octadienamide
CAS No.:151915-20-7
Molecular Formula:C24H31NO3Si
Molecular Weight:409.601
Hs Code.:
DSSTox Substance ID:DTXSID401139777
Mol file:151915-20-7.mol

Synonyms:DTXSID401139777;(4S,5E)-4-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-N-hydroxy-5,7-octadienamide;151915-20-7

Suppliers and Price of (4S,5E)-4-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-N-hydroxy-5,7-octadienamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Chemical Property of (4S,5E)-4-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-N-hydroxy-5,7-octadienamide

Chemical Property:

Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:10
Exact Mass:409.20732039
Heavy Atom Count:29
Complexity:525

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)(C)[Si](C1=CC=CC=C1)(C2=CC=CC=C2)OC(CCC(=O)NO)C=CC=C
Isomeric SMILES:CC(C)(C)[Si](C1=CC=CC=C1)(C2=CC=CC=C2)O[C@@H](CCC(=O)NO)/C=C/C=C

Technology Process of (4S,5E)-4-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-N-hydroxy-5,7-octadienamide

There total 7 articles about (4S,5E)-4-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-N-hydroxy-5,7-octadienamide 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: 80.0%

: 151915-24-1
N-Succinimidyl 4(S)-<(tert-butyldiphenylsilyl)oxy>-5(E),7-octadienoate

: 151915-20-7
(S)-(-)-4-<(tert-Butyldiphenylsilyl)oxy>-5(E),7-octadienohydroxamic acid

Guidance literature:: With hydroxylamine hydrochloride; diisopropylamine; In chloroform; 1.) 0 deg C, 30 min, 2.) 0 deg C, 2 h;
DOI:10.1021/jo00074a040

Reference yield:

: 75629-74-2
(S)-(-)-Tetrahydro-5-oxo-2-furancarboxaldehyde

: 151915-20-7
(S)-(-)-4-<(tert-Butyldiphenylsilyl)oxy>-5(E),7-octadienohydroxamic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -78 °C

2: 94 percent / potassium tert-butoxide / tetrahydrofuran / 0.25 h / Ambient temperature

3: tetrahydrofuran; methanol; H₂O / 0.5 h / Ambient temperature

4: imidazole, 4-DMAP / dimethylformamide / 72 h / Ambient temperature

5: 94 percent / LiOH*H₂O / tetrahydrofuran; methanol / 0.25 h / Ambient temperature

6: 100 percent / pyridine / tetrahydrofuran / Ambient temperature

7: 80 percent / diisopropylamine, NH₂OH*HCl / CHCl₃ / 1.) 0 deg C, 30 min, 2.) 0 deg C, 2 h

With pyridine; 1H-imidazole; dmap; lithium hydroxide; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; potassium tert-butylate; diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00074a040

Reference yield:

: 151915-16-1
(S)-(+)-Dihydro-5-<(E)-1,3-butadienyl>-2(3H)-furanone

: 151915-20-7
(S)-(-)-4-<(tert-Butyldiphenylsilyl)oxy>-5(E),7-octadienohydroxamic acid

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran; methanol; H₂O / 0.5 h / Ambient temperature

2: imidazole, 4-DMAP / dimethylformamide / 72 h / Ambient temperature

3: 94 percent / LiOH*H₂O / tetrahydrofuran; methanol / 0.25 h / Ambient temperature

4: 100 percent / pyridine / tetrahydrofuran / Ambient temperature

5: 80 percent / diisopropylamine, NH₂OH*HCl / CHCl₃ / 1.) 0 deg C, 30 min, 2.) 0 deg C, 2 h

With pyridine; 1H-imidazole; dmap; lithium hydroxide; hydroxylamine hydrochloride; diisopropylamine; In tetrahydrofuran; methanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00074a040