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

Base Information

Chemical Name:methyl [2S,2(1S),3R]-2-benzyloxy-4-(tert-butyldiphenylsilyl)-oxy-3-methyl-2-[1-methylcyclohex-2-en-1-yl]butanoate
CAS No.:1519887-30-9
Molecular Formula:C₃₆H₄₆O₄Si
Molecular Weight:570.844
Hs Code.:

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

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

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

There total 9 articles about methyl [2S,2(1S),3R]-2-benzyloxy-4-(tert-butyldiphenylsilyl)-oxy-3-methyl-2-[1-methylcyclohex-2-en-1-yl]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: 85.0%

: 1519887-23-0
[2S,2(1S),3R]-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methyl-2-(1-methylcyclohex-2-en-1-yl)butanoic acid

: 74-88-4
methyl iodide

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

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 0 ℃; for 1h;
DOI:10.1021/jo402537u

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 1519887-14-9
(R)-3-methylcyclohex-2-en-1-yl (2R,3R)-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methylbutanoate

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With chloro-trimethyl-silane; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo402537u