(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-3-methyl-pentanoic acid

Base Information

Chemical Name:(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-3-methyl-pentanoic acid
CAS No.:866555-27-3
Molecular Formula:C₂₂H₃₀O₄Si
Molecular Weight:386.563
Hs Code.:

Synonyms:(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-3-methyl-pentanoic acid

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Chemical Property of (2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-3-methyl-pentanoic acid

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Technology Process of (2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-3-methyl-pentanoic acid

There total 6 articles about (2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-3-methyl-pentanoic acid 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: 80.0%

: 866555-26-2
(2R,3R)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-oxirane-2-carboxylic acid

: 75-24-1
trimethylaluminum

: 866555-27-3
(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-3-methyl-pentanoic acid

Guidance literature:: In hexane; at 25 ℃; for 30h;
DOI:10.1002/anie.200500702

Reference yield:

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

: 866555-27-3
(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-3-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

1.2: 72 percent / diethyl ether; hexane / 18 h / 20 °C

2.1: 98 percent / H₂; quinoline / Pd/BaSO₄ / methanol / 0.67 h / 20 °C / 760 Torr

3.1: Ti(OiPr)4; L-diethyl tartrate; t-BuOOH / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 24 h / -20 °C

4.1: NaIO₄; RuCl₃*H₂O / CCl₄; acetonitrile; H₂O / 4 h / 20 °C

5.1: hexane / 40 h / 20 °C

With quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; ruthenium trichloride; sodium periodate; n-butyllithium; diethyl (2R,3R)-tartrate; hydrogen; Pd-BaSO₄; 4 A molecular sieve; In methanol; tetrachloromethane; diethyl ether; decane; hexane; dichloromethane; water; acetonitrile; 3.1: Sharpless asymmetric epoxidation;
DOI:10.1021/ja060064v

Reference yield:

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

: 866555-27-3
(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-3-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / H₂; quinoline / Pd/BaSO₄ / methanol / 0.67 h / 20 °C / 760 Torr

2: Ti(OiPr)4; L-diethyl tartrate; t-BuOOH / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 24 h / -20 °C

3: NaIO₄; RuCl₃*H₂O / CCl₄; acetonitrile; H₂O / 4 h / 20 °C

4: hexane / 40 h / 20 °C

With quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; ruthenium trichloride; sodium periodate; diethyl (2R,3R)-tartrate; hydrogen; Pd-BaSO₄; 4 A molecular sieve; In methanol; tetrachloromethane; decane; hexane; dichloromethane; water; acetonitrile; 2: Sharpless asymmetric epoxidation;
DOI:10.1021/ja060064v