(3S,4R,5S,6R,7S,8R)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one

Base Information

Chemical Name:(3S,4R,5S,6R,7S,8R)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one
CAS No.:129245-14-3
Molecular Formula:C₅₁H₇₄O₆Si₂
Molecular Weight:839.316
Hs Code.:

Synonyms:(3S,4R,5S,6R,7S,8R)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one

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Chemical Property of (3S,4R,5S,6R,7S,8R)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one

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Technology Process of (3S,4R,5S,6R,7S,8R)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one

There total 16 articles about (3S,4R,5S,6R,7S,8R)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one 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:

: 81099-74-3,129269-49-4
(2R,3R,4R,5R)-3,4-Bis-benzyloxy-2-ethyl-6-methoxy-3,5-dimethyl-tetrahydro-pyran

: 129245-14-3
(3S,4R,5S,6R,7S,8R)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one

Guidance literature:: Multi-step reaction with 14 steps

1: EtOH / Raney-Ni / 1 h / Heating

2: PPTS / 5 h / Heating

3: 100 percent / pyridine / 2 h / 50 °C

4: 100 percent / iPr₂NEt / CH₂Cl₂ / 2.5 h / 50 °C

5: 100 percent / 1N MeONa/MeOH / 3 h / 50 °C

6: 1) NaH / 1) DMF, 30 min, 2) 12h

7: 1) t-BuOK, 2) Hg(OAc)2 / 1) DSMO, 50 deg C, 2h, 2) acetone, water, 20 deg C, 12h

8: 100 percent / NaBH₄ / aq. ethanol / 50 h

9: 100 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

10: 1N HCl / tetrahydrofuran / 3 h / 60 °C

11: Et₃N / CH₂Cl₂ / 17 h / 100 °C

12: 15percent aq. NaOH / methanol / 1 h / Heating

14: 1) n-BuLi / 1) hexane, THF, -78 deg C, 1h, 2) -78 deg C, 1h

With pyridine; hydrogenchloride; methanol; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; ethanol; potassium tert-butylate; mercury(II) diacetate; sodium methylate; pyridinium p-toluenesulfonate; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1007/BF00963025

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 129245-14-3
(3S,4R,5S,6R,7S,8R)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 17 h / 100 °C

2: 15 percent NaOH / methanol / 1 h / Heating

3: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 40 min, 2.) CH₂Cl₂

4: 1.) 0.7 N n-BuLi/hexane / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h

With sodium hydroxide; n-butyllithium; oxalyl dichloride; hexane; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)81090-5

Reference yield:

: 129269-50-7
(2S,3R,4R,5R)-3-(4-Methoxy-benzyloxy)-4-methoxymethoxy-2,4-dimethyl-heptane-1,5-diol

: 129245-14-3
(3S,4R,5S,6R,7S,8R)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / pyridine / 1 h / Ambient temperature

2: 1 N HCl / tetrahydrofuran / 3 h / 60 °C

3: Et₃N / CH₂Cl₂ / 17 h / 100 °C

4: 15 percent NaOH / methanol / 1 h / Heating

5: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 40 min, 2.) CH₂Cl₂

6: 1.) 0.7 N n-BuLi/hexane / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h

With pyridine; hydrogenchloride; sodium hydroxide; n-butyllithium; oxalyl dichloride; hexane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)81090-5