(S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-3-one

Base Information

Chemical Name:(S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-3-one
CAS No.:321164-87-8
Molecular Formula:C₁₉H₂₇NO₃Si
Molecular Weight:345.514
Hs Code.:

Synonyms:(S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-3-one

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

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Chemical Property of (S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-3-one

Chemical Property:

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Technology Process of (S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-3-one

There total 1 articles about (S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-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: 50.0%

: 87694-53-9
Boc-Phe-OH N,O-dimethyl hydroxamate

: 1066-54-2
trimethylsilylacetylene

: 226256-83-3
tert-butyl (S)-(3-oxo-1-phenylpent-4-yn-2-yl)carbamate

: 321164-87-8
(S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-3-one

Guidance literature:: trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

Boc-Phe-OH N,O-dimethyl hydroxamate; In tetrahydrofuran; at 0 ℃; for 0.666667h;
DOI:10.1016/S0040-4020(00)00905-4

Reference yield:

: 321164-87-8
(S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-3-one

: 161828-15-5
(3R,4S)-4-[N-(tert-butoxycarbonyl)amino]-1-trimethylsilyl-5-phenyl-pent-1-yn-3-ol

: 161828-14-4
(3S,4S)-4-[N-(tert-butoxycarbonyl)amino]-1-trimethylsilyl-5-phenyl-pent-1-yn-3-ol

Guidance literature:: With dimethylsulfide borane complex; (S)-B-methyl-4,5,5-triphenyl-1,3,2-oxazaborolidine; In tetrahydrofuran; at 0 ℃; Title compound not separated from byproducts;
DOI:10.1016/S0040-4020(00)00905-4

Reference yield:

: 321164-87-8
(S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-3-one

: 72155-48-7
(3S,4S)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenylpentanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: (S)-2-methyl-4,5,5-triphenyl-1,3,2-oxazaborolidine; BH₃:SMe₂ / tetrahydrofuran / 0 °C

2.1: dicyclohexylborane / tetrahydrofuran / 20 °C

2.2: 62 percent / aq. NaHCO₃; H₂O₂ / 20 °C

With dimethylsulfide borane complex; (S)-B-methyl-4,5,5-triphenyl-1,3,2-oxazaborolidine; bis(cyclohexanyl)borane; In tetrahydrofuran;
DOI:10.1016/S0040-4020(00)00905-4