(2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethyl-1-heptanol

Base Information Edit

Chemical Name:(2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethyl-1-heptanol
CAS No.:101382-88-1
Molecular Formula:C₂₅H₃₈O₂Si
Molecular Weight:398.661
Hs Code.:
Mol file:101382-88-1.mol

Synonyms:(2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethyl-1-heptanol

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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 (2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethyl-1-heptanol Edit

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Technology Process of (2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethyl-1-heptanol

There total 18 articles about (2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethyl-1-heptanol 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: 99.0%

: 250229-62-0
(2S,6R)-1-acetoxy-7-tert-butyldiphenylsilyloxy-2,6-dimethylheptane

: 101382-88-1
(2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethyl-1-heptanol

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 5h;
DOI:10.1002/(sici)1099-0690(199909)1999:9<2175::aid-ejoc2175>3.0.co;2-v

Reference yield: 80.0%

: (E)-(2S,6R)-7-(tert-Butyl-diphenyl-silanyloxy)-2,6-dimethyl-hept-3-en-1-ol

: 101382-88-1
(2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethyl-1-heptanol

Guidance literature:: With hydrogen; sodium nitrite; palladium on activated charcoal; In methanol; for 12h;
DOI:10.1016/0040-4020(96)00916-7

Reference yield:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 101382-88-1
(2S,6R)-7-tert-butyldiphenylsilyloxy-2,6-dimethyl-1-heptanol

Guidance literature:: Multi-step reaction with 12 steps

2: 1.) LiN(TMS)2 / 1.) THF, -78 deg C, 20 min, 2.) THF, -78 deg C, 10 min

3: BH₃*Me₂S / tetrahydrofuran / 1 h

4: imidazole / dimethylformamide

5: NaOMe / methanol / 0.25 h / 0 °C

6: 1.) LiN(TMS)2, 2.) ethyl(dimethylaminoethyl) carbodiimide HCl, DMAP / 1.) THF, 0 deg C, then 25 deg C, 2.) Et₂O

7: 92 percent / MeOH / Raney Ni / 0.5 h

8: 1.) Li(TMS)2 / 1.) THF, -78 deg C, 20 min, 2.) THF, -78 deg C, 10 min

9: 70 percent / LAH / tetrahydrofuran / 2 h / -10 °C

10: 85 percent / pyr. / CH₂Cl₂

11: 1.) pyr., 2.) LAH / 1.) CH₂Cl₂, 2.) 0 deg C, 2 h

12: LAH / tetrahydrofuran / 2 h / -10 °C

With pyridine; 1H-imidazole; methanol; dmap; lithium aluminium tetrahydride; dimethylsulfide borane complex; Li(TMS)2; sodium methylate; 1-ethyl-3-(3-dimethylamino-propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; nickel; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)80903-5