ethyl (4R,5E,7S)-8-(3-bromophenyl)-7-(tertbutyldimethylsilyloxy)-4-((tert-butyloxycarbonyl)amino)-5-octenoate

Base Information

Chemical Name:ethyl (4R,5E,7S)-8-(3-bromophenyl)-7-(tertbutyldimethylsilyloxy)-4-((tert-butyloxycarbonyl)amino)-5-octenoate
CAS No.:1380347-01-2
Molecular Formula:C₂₇H₄₄BrNO₅Si
Molecular Weight:570.64
Hs Code.:

Synonyms:ethyl (4R,5E,7S)-8-(3-bromophenyl)-7-(tertbutyldimethylsilyloxy)-4-((tert-butyloxycarbonyl)amino)-5-octenoate

Suppliers and Price of ethyl (4R,5E,7S)-8-(3-bromophenyl)-7-(tertbutyldimethylsilyloxy)-4-((tert-butyloxycarbonyl)amino)-5-octenoate

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 ethyl (4R,5E,7S)-8-(3-bromophenyl)-7-(tertbutyldimethylsilyloxy)-4-((tert-butyloxycarbonyl)amino)-5-octenoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of ethyl (4R,5E,7S)-8-(3-bromophenyl)-7-(tertbutyldimethylsilyloxy)-4-((tert-butyloxycarbonyl)amino)-5-octenoate

There total 5 articles about ethyl (4R,5E,7S)-8-(3-bromophenyl)-7-(tertbutyldimethylsilyloxy)-4-((tert-butyloxycarbonyl)amino)-5-octenoate 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: 100.0%

: 1380347-00-1
ethyl (4R,5E,7S)-8-(3-bromophenyl)-7-hydroxy-4-((tert-butyloxycarbonyl)amino)-5-octenoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1380347-01-2
ethyl (4R,5E,7S)-8-(3-bromophenyl)-7-(tertbutyldimethylsilyloxy)-4-((tert-butyloxycarbonyl)amino)-5-octenoate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.04.008

Reference yield:

: 494224-49-6
(R)-ethyl 4-(tert-butoxycarbonylamino)-5-oxopentanoate

: 1380347-01-2
ethyl (4R,5E,7S)-8-(3-bromophenyl)-7-(tertbutyldimethylsilyloxy)-4-((tert-butyloxycarbonyl)amino)-5-octenoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 1.08 h / 20 °C / Inert atmosphere

2.2: 0.08 h / 20 °C / Inert atmosphere

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

With 1H-imidazole; borane-THF; sodium hydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; mineral oil; 1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.04.008

Reference yield:

: C₂₁H₂₈BrNO₅

: 1380347-01-2
ethyl (4R,5E,7S)-8-(3-bromophenyl)-7-(tertbutyldimethylsilyloxy)-4-((tert-butyloxycarbonyl)amino)-5-octenoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 1.08 h / 20 °C / Inert atmosphere

1.2: 0.08 h / 20 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

With 1H-imidazole; borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2012.04.008