(4S,5S)-1-(benzyloxy)-5-{[tert-butyl(dimethyl)silyl]oxy}-4-methylheptan-3-one

Base Information

Chemical Name:(4S,5S)-1-(benzyloxy)-5-{[tert-butyl(dimethyl)silyl]oxy}-4-methylheptan-3-one
CAS No.:1299358-18-1
Molecular Formula:C₂₁H₃₆O₃Si
Molecular Weight:364.601
Hs Code.:

Synonyms:(4S,5S)-1-(benzyloxy)-5-{[tert-butyl(dimethyl)silyl]oxy}-4-methylheptan-3-one

Suppliers and Price of (4S,5S)-1-(benzyloxy)-5-{[tert-butyl(dimethyl)silyl]oxy}-4-methylheptan-3-one

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (4S,5S)-1-(benzyloxy)-5-{[tert-butyl(dimethyl)silyl]oxy}-4-methylheptan-3-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (4S,5S)-1-(benzyloxy)-5-{[tert-butyl(dimethyl)silyl]oxy}-4-methylheptan-3-one

There total 6 articles about (4S,5S)-1-(benzyloxy)-5-{[tert-butyl(dimethyl)silyl]oxy}-4-methylheptan-3-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: 76.0%

: 1299358-14-7
(4S,5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-4-methylhept-1-en-3-one

: 100-51-6,185532-71-2
benzyl alcohol

: 1299358-18-1
(4S,5S)-1-(benzyloxy)-5-{[tert-butyl(dimethyl)silyl]oxy}-4-methylheptan-3-one

Guidance literature:: With N,N,N',N'-tetramethylguanidine; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1055/s-0030-1259286

Reference yield:

: methyl (3S)-3-hydroxy-2-methylpentanoate

: 1299358-18-1
(4S,5S)-1-(benzyloxy)-5-{[tert-butyl(dimethyl)silyl]oxy}-4-methylheptan-3-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

2.1: isopropyl magnesium bromide/chloride / tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere

2.2: 2 h / -10 - 20 °C / Inert atmosphere

3.1: tetrahydrofuran / -10 - 0 °C / Inert atmosphere

4.1: N,N,N',N'-tetramethylguanidine / 2 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; N,N-dimethyl-formamide; 3.1: Grignard reaction / 4.1: Michael addition;
DOI:10.1055/s-0030-1259286

Reference yield:

: 30414-53-0
methyl propanoyl acetate

: 1299358-18-1
(4S,5S)-1-(benzyloxy)-5-{[tert-butyl(dimethyl)silyl]oxy}-4-methylheptan-3-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II); hydrogen / methanol / 16 h / 100 °C / 4500.45 Torr

2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / -60 - -30 °C

2.2: HMPA / -80 - -60 °C

3.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

4.1: isopropyl magnesium bromide/chloride / tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere

4.2: 2 h / -10 - 20 °C / Inert atmosphere

5.1: tetrahydrofuran / -10 - 0 °C / Inert atmosphere

6.1: N,N,N',N'-tetramethylguanidine / 2 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II); hydrogen; lithium diisopropyl amide; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; 5.1: Grignard reaction / 6.1: Michael addition;
DOI:10.1055/s-0030-1259286