4(S)-<(tert-butyldiphenylsilyl)oxy>-8(R)-isopropyl-9(S)-methyl-2(S)-vinyl-1,7-dioxaspiro<5.5>undecane

Base Information

Chemical Name:4(S)-<(tert-butyldiphenylsilyl)oxy>-8(R)-isopropyl-9(S)-methyl-2(S)-vinyl-1,7-dioxaspiro<5.5>undecane
CAS No.:114066-20-5
Molecular Formula:C₃₁H₄₄O₃Si
Molecular Weight:492.774
Hs Code.:

Synonyms:4(S)-<(tert-butyldiphenylsilyl)oxy>-8(R)-isopropyl-9(S)-methyl-2(S)-vinyl-1,7-dioxaspiro<5.5>undecane

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Chemical Property of 4(S)-<(tert-butyldiphenylsilyl)oxy>-8(R)-isopropyl-9(S)-methyl-2(S)-vinyl-1,7-dioxaspiro<5.5>undecane

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Technology Process of 4(S)-<(tert-butyldiphenylsilyl)oxy>-8(R)-isopropyl-9(S)-methyl-2(S)-vinyl-1,7-dioxaspiro<5.5>undecane

There total 21 articles about 4(S)-<(tert-butyldiphenylsilyl)oxy>-8(R)-isopropyl-9(S)-methyl-2(S)-vinyl-1,7-dioxaspiro<5.5>undecane 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: 100.0%

: 114066-19-2
4(S)-hydroxy-8(R)-isopropyl-9(S)-methyl-2(S)-vinyl-1,2-dioxaspiro<5.5>undecane

: 58479-61-1
tert-butylchlorodiphenylsilane

: 114066-20-5
4(S)-<(tert-butyldiphenylsilyl)oxy>-8(R)-isopropyl-9(S)-methyl-2(S)-vinyl-1,7-dioxaspiro<5.5>undecane

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 25 ℃; for 60h;
DOI:10.1021/ja961071u

Reference yield:

: 114066-14-7
1-hydroxy-1(R)-isopropyl-9-methoxy-2(S)-methylnon-8-en-6-yn-5-one

: 114066-20-5
4(S)-<(tert-butyldiphenylsilyl)oxy>-8(R)-isopropyl-9(S)-methyl-2(S)-vinyl-1,7-dioxaspiro<5.5>undecane

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / K₂CO₃ / 16 h / Ambient temperature

2: TsOH / tetrahydrofuran; H₂O

3: 78 percent / <(n-Bu₃P)3CuI>4 / tetrahydrofuran / 0.5 h / -45 °C

4: 25 percent / NaBH₄ / 1,2-dimethoxy-ethane / 1 h

5: 1.) CrO₃, H₂SO₄, 2.) NaBH₄ / 1.) acetone, 10 min, 2.) DME, 1 h

6: 100 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 60 h / 25 °C

With 1H-imidazole; chromium(VI) oxide; dmap; sodium tetrahydroborate; <(n-Bu3P)3CuI>4; sulfuric acid; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja961071u

Reference yield:

: 114179-37-2
5(S)-methyl-6(R)-isopropyltetrahydro-2(3H)-pyranone

: 114066-20-5
4(S)-<(tert-butyldiphenylsilyl)oxy>-8(R)-isopropyl-9(S)-methyl-2(S)-vinyl-1,7-dioxaspiro<5.5>undecane

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 1 h

2: 88 percent / K₂CO₃ / 16 h / Ambient temperature

3: TsOH / tetrahydrofuran; H₂O

4: 78 percent / <(n-Bu₃P)3CuI>4 / tetrahydrofuran / 0.5 h / -45 °C

5: 25 percent / NaBH₄ / 1,2-dimethoxy-ethane / 1 h

6: 1.) CrO₃, H₂SO₄, 2.) NaBH₄ / 1.) acetone, 10 min, 2.) DME, 1 h

7: 100 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 60 h / 25 °C

With 1H-imidazole; chromium(VI) oxide; dmap; sodium tetrahydroborate; n-butyllithium; <(n-Bu3P)3CuI>4; sulfuric acid; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja961071u