3(S)-<((2-methoxyethoxy)methyl)oxy>-4(S)-methyl-5(R)-<1-(((1,1-dimethylethyl)dimethylsilyl)oxy)-2(R)-propyl>-1(R)-cyclohexanol

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Chemical Name:3(S)-<((2-methoxyethoxy)methyl)oxy>-4(S)-methyl-5(R)-<1-(((1,1-dimethylethyl)dimethylsilyl)oxy)-2(R)-propyl>-1(R)-cyclohexanol
CAS No.:112321-12-7
Molecular Formula:C₂₀H₄₂O₅Si
Molecular Weight:390.636
Hs Code.:

Synonyms:3(S)-<((2-methoxyethoxy)methyl)oxy>-4(S)-methyl-5(R)-<1-(((1,1-dimethylethyl)dimethylsilyl)oxy)-2(R)-propyl>-1(R)-cyclohexanol

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Chemical Property of 3(S)-<((2-methoxyethoxy)methyl)oxy>-4(S)-methyl-5(R)-<1-(((1,1-dimethylethyl)dimethylsilyl)oxy)-2(R)-propyl>-1(R)-cyclohexanol

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Technology Process of 3(S)-<((2-methoxyethoxy)methyl)oxy>-4(S)-methyl-5(R)-<1-(((1,1-dimethylethyl)dimethylsilyl)oxy)-2(R)-propyl>-1(R)-cyclohexanol

There total 25 articles about 3(S)-<((2-methoxyethoxy)methyl)oxy>-4(S)-methyl-5(R)-<1-(((1,1-dimethylethyl)dimethylsilyl)oxy)-2(R)-propyl>-1(R)-cyclohexanol 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: 91.0%

: 112321-11-6,112419-71-3
3(S)-<((2-methoxyethoxy)methyl)oxy>-4(S)-methyl-5(R)-<1-(((1,1-dimethylethyl)dimethylsilyl)oxy)-2(R)-propyl>-cyclohexan-1(R)-yl benzoate

: 112321-12-7
3(S)-<((2-methoxyethoxy)methyl)oxy>-4(S)-methyl-5(R)-<1-(((1,1-dimethylethyl)dimethylsilyl)oxy)-2(R)-propyl>-1(R)-cyclohexanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 1.5h;
DOI:10.1021/jo00238a030

Reference yield: 55.0%

: 7103-09-5
4-but-1-enylmagnesium bromide

: 112320-98-6
3(S)-<((2-methoxyethoxy)methyl)oxy>-4(S)-methyl-5(R)-<1-(((1,1-dimethylethyl)dimethylsilyl)oxy)-2(R)-propyl>-cyclohexan-1-one

: 112321-12-7
3(S)-<((2-methoxyethoxy)methyl)oxy>-4(S)-methyl-5(R)-<1-(((1,1-dimethylethyl)dimethylsilyl)oxy)-2(R)-propyl>-1(R)-cyclohexanol

: 112321-24-1
1(S)-(4-buten-1-yl)-3(S)-<((2-methoxyethoxy)methyl)oxy>-4(S)-methyl-5(R)-<1-(((1,1-dimethylethyl)dimethylsilyl)oxy)-2(R)-propyl>-cyclohexan-1-ol

Guidance literature:: In tetrahydrofuran; at -15 ℃; for 1h;
DOI:10.1021/jo00238a030

Reference yield:

: 112347-67-8
6(R)-1(S),7(R)-dimethyl-2(S)-bromo-4(R)-(2-propenyl)-9-oxabicyclo<4.3.0>nonane

: 112321-12-7
3(S)-<((2-methoxyethoxy)methyl)oxy>-4(S)-methyl-5(R)-<1-(((1,1-dimethylethyl)dimethylsilyl)oxy)-2(R)-propyl>-1(R)-cyclohexanol

Guidance literature:: Multi-step reaction with 8 steps

1: O₃ / CH₂Cl₂ / 0.2 h / -78 °C

2: acetic anhydride, Et₃N, (N,N-dimethylamino)pyridine / CH₂Cl₂ / 16 h / 40 °C

3: 7 percent / zinc / ethanol; H₂O / 16 h / Heating

4: 83 percent / Et₃N, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

5: 98 percent / pyridine / CH₂Cl₂ / 24 h / Ambient temperature

6: 95 percent / 1 N aq. NaOH, 30percent aq. H₂O₂ / tetrahydrofuran; H₂O / 1 h / Ambient temperature

7: 69 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 1.) RT, 15 h, 2.) reflux, 15 h

8: 91 percent / LAH / diethyl ether / 1.5 h / 0 °C

With pyridine; dmap; sodium hydroxide; lithium aluminium tetrahydride; dihydrogen peroxide; acetic anhydride; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1021/jo00238a030