(2S,3S)-3-[tert-butyl(dimethyl)silyl]oxy-2-methylpentan-1-ol

Base Information

Chemical Name:(2S,3S)-3-[tert-butyl(dimethyl)silyl]oxy-2-methylpentan-1-ol
CAS No.:84230-96-6
Molecular Formula:C₁₂H₂₈O₂Si
Molecular Weight:232.439
Hs Code.:
DSSTox Substance ID:DTXSID10448474
Wikidata:Q82267474

Synonyms:CTK2I5829;84230-96-6;DTXSID10448474

Suppliers and Price of (2S,3S)-3-[tert-butyl(dimethyl)silyl]oxy-2-methylpentan-1-ol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S)-3-[tert-butyl(dimethyl)silyl]oxy-2-methylpentan-1-ol

Chemical Property:

Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:6
Exact Mass:232.185856666
Heavy Atom Count:15
Complexity:185

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC(C(C)CO)O[Si](C)(C)C(C)(C)C
Isomeric SMILES:CC[C@@H]([C@@H](C)CO)O[Si](C)(C)C(C)(C)C

Technology Process of (2S,3S)-3-[tert-butyl(dimethyl)silyl]oxy-2-methylpentan-1-ol

There total 1 articles about (2S,3S)-3-[tert-butyl(dimethyl)silyl]oxy-2-methylpentan-1-ol 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%

: 125665-12-5
(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-pentan-1-one

: 84230-96-6
(2S,3S)-3-<(tertbutyl)dimethylsilyloxy>-2-methylpentan-1-ol

: 94594-90-8,124224-04-0
(2R)-bornane-10,2-sultam

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; at 0 ℃; for 2h;
DOI:10.1021/ja00163a045

Reference yield:

: 84230-96-6
(2S,3S)-3-<(tertbutyl)dimethylsilyloxy>-2-methylpentan-1-ol

: 98-59-9
p-toluenesulfonyl chloride

: 100757-47-9
(2S,3S)-3-t-butyldimethylsilyloxy-2-methyl-1-(4-methylbenzenesulfonyloxy)pentane

Guidance literature:: With pyridine; at 0 ℃; several hours;
DOI:10.1016/S0040-4020(01)96694-3

Reference yield:

: 84230-96-6
(2S,3S)-3-<(tertbutyl)dimethylsilyloxy>-2-methylpentan-1-ol

: 445493-23-2
(2S,3S,6S,7R,10R,E)-7,10-dihydroxy-2-{(S,2E,4E)-7-[(2R,3R)-3-{(2R,3S)-3-hydroxypentan-2-yl}oxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-3,7-dimethyl-12-oxooxacyclododec-4-en-6-yl acetate

Guidance literature:: Multi-step reaction with 14 steps

1.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 20 °C

2.1: tetrahydrofuran / 1 h / -80 - -45 °C

3.1: thionyl chloride / diethyl ether; hexane / 12 h / -90 - 5 °C

4.1: sodium iodide / acetone / 20 h / 20 °C

5.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

5.2: 12 h / -78 °C

6.1: lithium borohydride / methanol; diethyl ether / 1.5 h / 0 °C

7.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 0 °C

8.1: potassium tert-butylate / tetrahydrofuran / 0.33 h / -78 °C

8.2: 1.25 h / -78 °C

9.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

9.2: 0.5 h / -78 °C

10.1: pyridinium p-toluenesulfonate / methanol / 12 h / 50 °C

11.1: sodium tetraborate decahydrate; edetate disodium; Shi's ketone; Oxone; potassium carbonate / acetonitrile / 2 h / 0 °C

12.1: potassium carbonate / methanol / 12 h / 0 - 20 °C

13.1: trans-bis(triphenylphosphine)palladium dichloride / tetrahydrofuran / 0.5 h / 0 - 20 °C

14.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; lithium chloride / 1-methyl-pyrrolidin-2-one / 41 h / 20 °C

With Oxone; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium borohydride; n-butyllithium; thionyl chloride; Shi's ketone; trans-bis(triphenylphosphine)palladium dichloride; sodium tetraborate decahydrate; triphenyl-arsane; potassium tert-butylate; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; edetate disodium; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; sodium iodide; lithium chloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; hexane; dichloromethane; acetone; acetonitrile; 4.1: |Finkelstein Reaction / 8.1: |Seyferth-Gilbert Homologation / 11.1: |Shi Asymmetric Epoxidation / 14.1: |Stille Cross Coupling;
DOI:10.1002/ejoc.201301468