(R)-tert-butyl 3-phenylacetyloxy-4-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]butyrate

Base Information

Chemical Name:(R)-tert-butyl 3-phenylacetyloxy-4-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]butyrate
CAS No.:543697-98-9
Molecular Formula:C₅₂H₆₇NO₆Si₂
Molecular Weight:858.278
Hs Code.:

Synonyms:(R)-tert-butyl 3-phenylacetyloxy-4-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]butyrate

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Chemical Property of (R)-tert-butyl 3-phenylacetyloxy-4-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]butyrate

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Technology Process of (R)-tert-butyl 3-phenylacetyloxy-4-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]butyrate

There total 8 articles about (R)-tert-butyl 3-phenylacetyloxy-4-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]butyrate 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%

: 103-82-2
phenylacetic acid

: 543697-94-5
(R)-tert-butyl 3-hydroxy-4-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]butyrate

: 543697-98-9
(R)-tert-butyl 3-phenylacetyloxy-4-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]butyrate

Guidance literature:: phenylacetic acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 2h;

(R)-tert-butyl 3-hydroxy-4-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]butyrate; In dichloromethane; for 10h; Heating;
DOI:10.1016/S0968-0896(02)00458-3

Reference yield:

: 108100-50-1
(R)-tert-butyl 3,4-epoxybutanoate

: 543697-98-9
(R)-tert-butyl 3-phenylacetyloxy-4-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]butyrate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 50 percent / silica gel 60 / acetonitrile / 12 h / Heating

2.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / CH₂Cl₂ / 2 h / 20 °C

2.2: 76 percent / CH₂Cl₂ / 10 h / Heating

With 2,4,6-trichlorobenzoyl chloride; silica gel; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1016/S0968-0896(02)00458-3

Reference yield:

: 157594-60-0
(R)-di-tert-butyl 2-hydroxysuccinate

: 543697-98-9
(R)-tert-butyl 3-phenylacetyloxy-4-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]butyrate

Guidance literature:: Multi-step reaction with 6 steps

1.1: Me₂S*BH₃; NaBH₄ / tetrahydrofuran / 4 h / 20 °C

1.2: 60 percent / p-toluenesulfonic acid / tetrahydrofuran; ethanol / 3 h

2.1: pyridine / 24 h / 0 °C

3.1: 173 mg / LiBr / butan-2-one / 0.5 h / Heating

4.1: 37 percent / Ag₂O / 1,2-dimethoxy-ethane / 12 h / Heating

5.1: 50 percent / silica gel 60 / acetonitrile / 12 h / Heating

6.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / CH₂Cl₂ / 2 h / 20 °C

6.2: 76 percent / CH₂Cl₂ / 10 h / Heating

With sodium tetrahydroborate; dimethylsulfide borane complex; 2,4,6-trichlorobenzoyl chloride; silica gel; triethylamine; lithium bromide; silver(l) oxide; In tetrahydrofuran; pyridine; 1,2-dimethoxyethane; dichloromethane; acetonitrile; butanone;
DOI:10.1016/S0968-0896(02)00458-3