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

Base Information

Chemical Name:(R)-3-methylcyclohex-2-en-1-yl (2R,3R)-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methylbutanoate
CAS No.:1519887-14-9
Molecular Formula:C₃₅H₄₄O₄Si
Molecular Weight:556.817
Hs Code.:

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

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Chemical Property of (R)-3-methylcyclohex-2-en-1-yl (2R,3R)-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methylbutanoate

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Technology Process of (R)-3-methylcyclohex-2-en-1-yl (2R,3R)-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methylbutanoate

There total 7 articles about (R)-3-methylcyclohex-2-en-1-yl (2R,3R)-2-benzyloxy-4-(tert-butyldiphenylsilyl)oxy-3-methylbutanoate 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:

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

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

Guidance literature:: Multi-step reaction with 2 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

With dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo402537u

Reference yield:

: 21378-21-2,54423-21-1
3-methylcyclohex-2-en-1-ol

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

Guidance literature:: Multi-step reaction with 2 steps

1: vinyl n-butyrate / n-heptane

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

With dmap; vinyl n-butyrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In n-heptane; dichloromethane;
DOI:10.1021/jo402537u

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

With dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In hexane; n-heptane; dichloromethane; water; tert-butyl alcohol; pentane;
DOI:10.1021/jo402537u