(2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentyl 4-methylbenzenesulfonate

Base Information

Chemical Name:(2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentyl 4-methylbenzenesulfonate
CAS No.:78433-60-0
Molecular Formula:C₁₉H₃₄O₄SSi
Molecular Weight:386.628
Hs Code.:

Synonyms:(2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentyl 4-methylbenzenesulfonate

Suppliers and Price of (2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentyl 4-methylbenzenesulfonate

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

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Chemical Property of (2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

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Technology Process of (2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentyl 4-methylbenzenesulfonate

There total 17 articles about (2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentyl 4-methylbenzenesulfonate 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: 76.0%

: 78433-59-7
(2R,3R)-3-<(tert-butyldimethylsilyl)oxy>-2-methylpentan-1-ol

: 98-59-9
p-toluenesulfonyl chloride

: 78433-60-0
(2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentyl 4-methylbenzenesulfonate

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃; for 96h; Inert atmosphere;
DOI:10.1002/anie.201407979

Reference yield:

: 6061-13-8
(2S,3S)-3-methylaspartic acid

: 78433-60-0
(2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 14 steps

1: HNO₂

3: TsOH / diethyl ether

4: LAH

5: TsOH / methanol

6: TsOH

7: NaH / dimethylsulfoxide

8: dil. HCl-MeOH / methanol

9: C₅H₅N

10: KOH / methanol

11: 87 percent / diethyl ether / 4 h / -55 - -20 °C

12: imidazole / dimethylformamide

13: H₂ / Pd-C

14: C₅H₅N

With pyridine; 1H-imidazole; hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; hydrogen; cis-nitrous acid; sodium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)90254-0

Reference yield:

: 13398-41-9,5380-36-9,5380-37-0
(2S, 3S)-threo-β-methylmalic acid

: 78433-60-0
(2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 13 steps

2: TsOH / diethyl ether

3: LAH

4: TsOH / methanol

5: TsOH

6: NaH / dimethylsulfoxide

7: dil. HCl-MeOH / methanol

8: C₅H₅N

9: KOH / methanol

10: 87 percent / diethyl ether / 4 h / -55 - -20 °C

11: imidazole / dimethylformamide

12: H₂ / Pd-C

13: C₅H₅N

With pyridine; 1H-imidazole; hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; hydrogen; sodium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)90254-0