Decanoic acid, 3,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-hydroxy-4,4,6-trimethyl-10 -(phenylmethoxy)-, 1,1-dimethylethyl ester, (3S,5S,6S,7S)-

Base Information

Chemical Name:Decanoic acid, 3,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-hydroxy-4,4,6-trimethyl-10 -(phenylmethoxy)-, 1,1-dimethylethyl ester, (3S,5S,6S,7S)-
CAS No.:192370-75-5
Molecular Formula:C36H68O6Si2
Molecular Weight:653.103
Hs Code.:

Decanoic acid,
3,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-hydroxy-4,4,6-trimethyl-10
-(phenylmethoxy)-, 1,1-dimethylethyl ester, (3S,5S,6S,7S)-

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Chemical Property of Decanoic acid, 3,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-hydroxy-4,4,6-trimethyl-10 -(phenylmethoxy)-, 1,1-dimethylethyl ester, (3S,5S,6S,7S)-

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Technology Process of Decanoic acid, 3,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-hydroxy-4,4,6-trimethyl-10 -(phenylmethoxy)-, 1,1-dimethylethyl ester, (3S,5S,6S,7S)-

There total 7 articles about Decanoic acid, 3,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-hydroxy-4,4,6-trimethyl-10 -(phenylmethoxy)-, 1,1-dimethylethyl ester, (3S,5S,6S,7S)- 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: 88.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: (3S,5S,6S,7S)-10-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3,5-dihydroxy-4,4,6-trimethyl-decanoic acid tert-butyl ester

: 192370-75-5
(3S,5S,6S,7S)-10-Benzyloxy-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-4,4,6-trimethyl-decanoic acid tert-butyl ester

Guidance literature:: With 2,6-dimethylpyridine; at -40 ℃;
DOI:10.1016/S0040-4039(97)00931-3

Reference yield:

: 5470-84-8
4-benzyloxybutanal

: 192370-75-5
(3S,5S,6S,7S)-10-Benzyloxy-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-4,4,6-trimethyl-decanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 2.) aq. NaOH, H₂O₂ / 1.) Et₂O, -78 deg C

2: 2,6-lutidine / CH₂Cl₂

3: 82 percent / O₃; DMS / CH₂Cl₂; methanol / -78 °C

4: NaH, BuLi / 0 °C

5: Me₄NBH(OAc)3 / -10 °C

6: 88 percent / 2,6-lutidine / -40 °C

With 2,6-dimethylpyridine; sodium hydroxide; n-butyllithium; 2,3-dimercapto-succinic acid; dihydrogen peroxide; sodium hydride; ozone; tetramethylammonium triacetoxyborohydride; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(97)00931-3

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 192370-75-5
(3S,5S,6S,7S)-10-Benzyloxy-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-4,4,6-trimethyl-decanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 2,6-lutidine / CH₂Cl₂

2: 82 percent / O₃; DMS / CH₂Cl₂; methanol / -78 °C

3: NaH, BuLi / 0 °C

4: Me₄NBH(OAc)3 / -10 °C

5: 88 percent / 2,6-lutidine / -40 °C

With 2,6-dimethylpyridine; n-butyllithium; 2,3-dimercapto-succinic acid; sodium hydride; ozone; tetramethylammonium triacetoxyborohydride; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(97)00931-3