(2R,3R)-3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)oxirane-2-carbaldehyde

Base Information

Chemical Name:(2R,3R)-3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)oxirane-2-carbaldehyde
CAS No.:256494-30-1
Molecular Formula:C₂₁H₂₆O₃Si
Molecular Weight:354.521
Hs Code.:

Synonyms:(2R,3R)-3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)oxirane-2-carbaldehyde

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Chemical Property of (2R,3R)-3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)oxirane-2-carbaldehyde

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Technology Process of (2R,3R)-3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)oxirane-2-carbaldehyde

There total 5 articles about (2R,3R)-3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)oxirane-2-carbaldehyde 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: 78.0%

: 256494-27-6
(2S,3R)-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)-2-oxiranyl)methan-1-ol

: 256494-30-1
(2R,3R)-3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)oxirane-2-carbaldehyde

Guidance literature:: With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; In dichloromethane; for 1h;
DOI:10.1016/S0040-4020(99)00844-3

Reference yield:

: 88158-68-3
4-(tert-butyldiphenylsilyloxy)-1-butyne

: 256494-30-1
(2R,3R)-3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)oxirane-2-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuLi / diethyl ether / -78 - 20 °C

1.2: 72 percent / diethyl ether / -78 - 20 °C

2.1: H₂ / palladium/C/BaSO₄ / methanol; quinoline / 2 h / -20 °C

3.1: 88 percent / (+)-DIPT; titanium isopropoxide; tert-butylhydroperoxide / CH₂Cl₂ / 18.5 h / -20 °C

4.1: 78 percent / SO₃*pyridine; DMSO; Et₃N / CH₂Cl₂ / 1 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; pyridine-SO₃ complex; L-(+)-diisopropyl tartrate; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; Pd-BaSO₄; In quinoline; methanol; diethyl ether; dichloromethane; 1.1: Metallation / 1.2: Addition / 2.1: Hydrogenation / 3.1: Epoxidation / 4.1: Oxidation;
DOI:10.1016/S0040-4020(99)00844-3

Reference yield:

: 88159-03-9
5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)pent-2-yn-1-ol

: 256494-30-1
(2R,3R)-3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)oxirane-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / palladium/C/BaSO₄ / methanol; quinoline / 2 h / -20 °C

2: 88 percent / (+)-DIPT; titanium isopropoxide; tert-butylhydroperoxide / CH₂Cl₂ / 18.5 h / -20 °C

3: 78 percent / SO₃*pyridine; DMSO; Et₃N / CH₂Cl₂ / 1 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; pyridine-SO₃ complex; L-(+)-diisopropyl tartrate; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; Pd-BaSO₄; In quinoline; methanol; dichloromethane; 1: Hydrogenation / 2: Epoxidation / 3: Oxidation;
DOI:10.1016/S0040-4020(99)00844-3