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

Base Information

Chemical Name:(R)-tert-butyl 3-hydroxy-4-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]butyrate
CAS No.:543697-94-5
Molecular Formula:C₄₄H₆₁NO₅Si₂
Molecular Weight:740.143
Hs Code.:

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

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

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

There total 6 articles about (R)-tert-butyl 3-hydroxy-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: 50.0%

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

: 189279-33-2
N,N-[bis(2-tert-butyldiphenylsilyloxyethyl)]amine

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

Guidance literature:: With silica gel; In acetonitrile; for 12h; Heating;
DOI:10.1016/S0968-0896(02)00458-3

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 464189-09-1
(4R,5R)-di-tert-butyl 2,2-dioxo-1,3,2-dioxathiolane-4,5-dicarboxylate 2,2-dioxide

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

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium cyanoborohydride / tetrahydrofuran / 15 h / Heating

1.2: 70 percent / conc. H₂SO₄ / tetrahydrofuran; H₂O / 3 h / 20 °C

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

2.2: 60 percent / p-toluenesulfonic acid / tetrahydrofuran; ethanol / 3 h

3.1: pyridine / 24 h / 0 °C

4.1: 173 mg / LiBr / butan-2-one / 0.5 h / Heating

5.1: 37 percent / Ag₂O / 1,2-dimethoxy-ethane / 12 h / Heating

6.1: 50 percent / silica gel 60 / acetonitrile / 12 h / Heating

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