tert-Butyl-dimethyl-[(S)-1-((R)-1-methyl-2-phenyl-ethyl)-prop-2-ynyloxy]-silane

Base Information

Chemical Name:tert-Butyl-dimethyl-[(S)-1-((R)-1-methyl-2-phenyl-ethyl)-prop-2-ynyloxy]-silane
CAS No.:214194-53-3
Molecular Formula:C₁₈H₂₈OSi
Molecular Weight:288.505
Hs Code.:

Synonyms:tert-Butyl-dimethyl-[(S)-1-((R)-1-methyl-2-phenyl-ethyl)-prop-2-ynyloxy]-silane

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Chemical Property of tert-Butyl-dimethyl-[(S)-1-((R)-1-methyl-2-phenyl-ethyl)-prop-2-ynyloxy]-silane

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Technology Process of tert-Butyl-dimethyl-[(S)-1-((R)-1-methyl-2-phenyl-ethyl)-prop-2-ynyloxy]-silane

There total 10 articles about tert-Butyl-dimethyl-[(S)-1-((R)-1-methyl-2-phenyl-ethyl)-prop-2-ynyloxy]-silane 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: 94.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: (3S,4R)-4-Methyl-5-phenyl-pent-1-yn-3-ol

: 214194-53-3
tert-Butyl-dimethyl-[(S)-1-((R)-1-methyl-2-phenyl-ethyl)-prop-2-ynyloxy]-silane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4039(98)01421-X

Reference yield:

: 14367-67-0
2-methyl-3-phenylpropionic acid

: 214194-53-3
tert-Butyl-dimethyl-[(S)-1-((R)-1-methyl-2-phenyl-ethyl)-prop-2-ynyloxy]-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / EDC*HCl, Et₃N, DMAP / CH₂Cl₂ / 48 h / Ambient temperature

2: 5 percent / tetrahydrofuran / 0.5 h / from -78 to 0 degC

3: BH₃:SMe₂, chiral oxazaborolidine (S config.)

4: 94 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

With 2,6-dimethylpyridine; dmap; dimethylsulfide borane complex; chiral oxazaborolidine (S config.); 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(98)01421-X

Reference yield:

: 100-39-0
benzyl bromide

: 214194-53-3
tert-Butyl-dimethyl-[(S)-1-((R)-1-methyl-2-phenyl-ethyl)-prop-2-ynyloxy]-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / LDA, LiCl / tetrahydrofuran / 0.75 h / 0 °C

2: 83 percent / H₂SO₄ / dioxane / 1 h / Heating

3: 88 percent / EDC*HCl, Et₃N, DMAP / CH₂Cl₂ / 48 h / Ambient temperature

4: 5 percent / tetrahydrofuran / 0.5 h / from -78 to 0 degC

5: BH₃:SMe₂, chiral oxazaborolidine (S config.)

6: 94 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

With 2,6-dimethylpyridine; dmap; dimethylsulfide borane complex; chiral oxazaborolidine (S config.); sulfuric acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1016/S0040-4039(98)01421-X