methyl [2S,3R]-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methyl-2-(1-methylcyclohexyl)butanoate

Base Information

Chemical Name:methyl [2S,3R]-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methyl-2-(1-methylcyclohexyl)butanoate
CAS No.:1519887-35-4
Molecular Formula:C₃₆H₄₈O₄Si
Molecular Weight:572.86
Hs Code.:

Synonyms:methyl [2S,3R]-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methyl-2-(1-methylcyclohexyl)butanoate

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Chemical Property of methyl [2S,3R]-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methyl-2-(1-methylcyclohexyl)butanoate

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Technology Process of methyl [2S,3R]-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methyl-2-(1-methylcyclohexyl)butanoate

There total 10 articles about methyl [2S,3R]-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methyl-2-(1-methylcyclohexyl)butanoate 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: 77.0%

: 1519887-30-9
methyl [2S,2(1S),3R]-2-benzyloxy-4-(tert-butyldiphenylsilyl)-oxy-3-methyl-2-[1-methylcyclohex-2-en-1-yl]butanoate

: 1519887-35-4
methyl [2S,3R]-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methyl-2-(1-methylcyclohexyl)butanoate

Guidance literature:: With platinum(IV) oxide; hydrogen; In ethanol; for 29h; under 760.051 Torr;
DOI:10.1021/jo402537u

Reference yield:

: 1519887-08-1
(2R,3R)-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methyl-1-butanal

: 1519887-35-4
methyl [2S,3R]-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methyl-2-(1-methylcyclohexyl)butanoate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium chlorite; 2-methyl-but-2-ene; sodium dihydrogenphosphate / tert-butyl alcohol; water / 3 h

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 0 - 20 °C

3: chloro-trimethyl-silane; lithium diisopropyl amide / tetrahydrofuran / 12 h / -78 - 20 °C

4: potassium carbonate / N,N-dimethyl-formamide / 1 h / 0 °C

5: platinum(IV) oxide; hydrogen / ethanol / 29 h / 760.05 Torr

With dmap; platinum(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; chloro-trimethyl-silane; 2-methyl-but-2-ene; hydrogen; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo402537u

Reference yield:

: 131484-40-7
((2S,3S)-3-(((tert-butyldiphenylsilyl)oxy)methyl)oxiran-2-yl)methanol

: 1519887-35-4
methyl [2S,3R]-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methyl-2-(1-methylcyclohexyl)butanoate

Guidance literature:: Multi-step reaction with 9 steps

1: n-heptane; pentane / 3 h / 0 °C

2: pyridinium p-toluenesulfonate / dichloromethane / 48 h

3: diisobutylaluminium hydride / dichloromethane; hexane / 9 h / -78 °C

4: Dess-Martin periodane / dichloromethane / 1 h / 0 °C

5: sodium chlorite; 2-methyl-but-2-ene; sodium dihydrogenphosphate / tert-butyl alcohol; water / 3 h

6: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 0 - 20 °C

7: chloro-trimethyl-silane; lithium diisopropyl amide / tetrahydrofuran / 12 h / -78 - 20 °C

8: potassium carbonate / N,N-dimethyl-formamide / 1 h / 0 °C

9: platinum(IV) oxide; hydrogen / ethanol / 29 h / 760.05 Torr

With dmap; platinum(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; chloro-trimethyl-silane; 2-methyl-but-2-ene; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; n-heptane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; pentane;
DOI:10.1021/jo402537u