Acetic acid (R)-1-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

Base Information

Chemical Name:Acetic acid (R)-1-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester
CAS No.:203316-23-8
Molecular Formula:C₂₀H₃₄O₄Si
Molecular Weight:366.573
Hs Code.:

Synonyms:Acetic acid (R)-1-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

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Chemical Property of Acetic acid (R)-1-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

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Technology Process of Acetic acid (R)-1-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

There total 9 articles about Acetic acid (R)-1-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester 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: 96.0%

: 111392-98-4
(R)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol

: 75-36-5
acetyl chloride

: 203316-23-8
Acetic acid (R)-1-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

Guidance literature:: With dmap; In pyridine; at 0 ℃; for 2.5h;
DOI:10.1071/C97111

Reference yield:

: 38996-32-6
5-(tetrahydropyran-2-yloxy)-3-pentyn-1-ol

: 203316-23-8
Acetic acid (R)-1-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / sodium hydride, tetrabutylammonium iodide / tetrahydrofuran / 0 - 22 °C

2: 95 percent / Amberlyst H-15 resin / methanol / 240 h / Ambient temperature

3: 100 percent / lithium aluminum hydride / tetrahydrofuran / 96 h / Ambient temperature

4: 83 percent / 3 Angstroem molecular sieves, titanium tetraisopropoxide, diethyl D-(-)-tartrate, t-butyl hydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / 4 h / -25 - -20 °C

5: 98 percent / sodium bis(2-methoxyethoxy)aluminum hydride / tetrahydrofuran; toluene / 24 h / 0 °C

6: 96 percent / imidazole / dimethylformamide / 5 h / 0 °C

7: 96 percent / 4-dimethylaminopyridine / pyridine / 2.5 h / 0 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; lithium aluminium tetrahydride; diethyl (2S,3S)-tartrate; 3 A molecular sieve; Amberlyst H-15 resin; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; pyridine; methanol; 2,2,4-trimethylpentane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1071/C97111

Reference yield:

: 22273-77-4
((but-3-yn-1-yloxy)methyl)benzene

: 203316-23-8
Acetic acid (R)-1-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 86.5 percent / butyllithium / tetrahydrofuran; hexane / 5 h / Ambient temperature

2: 100 percent / lithium aluminum hydride / tetrahydrofuran / 96 h / Ambient temperature

3: 83 percent / 3 Angstroem molecular sieves, titanium tetraisopropoxide, diethyl D-(-)-tartrate, t-butyl hydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / 4 h / -25 - -20 °C

4: 98 percent / sodium bis(2-methoxyethoxy)aluminum hydride / tetrahydrofuran; toluene / 24 h / 0 °C

5: 96 percent / imidazole / dimethylformamide / 5 h / 0 °C

6: 96 percent / 4-dimethylaminopyridine / pyridine / 2.5 h / 0 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; lithium aluminium tetrahydride; n-butyllithium; diethyl (2S,3S)-tartrate; 3 A molecular sieve; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; pyridine; 2,2,4-trimethylpentane; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1071/C97111