(2-Methoxy-phenyl)-dimethyl-[(3S,4R,7R)-7-((2E,6E,10E)-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenyl)-1-oxa-spiro[2.5]oct-5-en-4-ylmethyl]-silane

Base Information

Chemical Name:(2-Methoxy-phenyl)-dimethyl-[(3S,4R,7R)-7-((2E,6E,10E)-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenyl)-1-oxa-spiro[2.5]oct-5-en-4-ylmethyl]-silane
CAS No.:1025814-58-7
Molecular Formula:C₃₇H₅₆O₂Si
Molecular Weight:560.936
Hs Code.:

Synonyms:(2-Methoxy-phenyl)-dimethyl-[(3S,4R,7R)-7-((2E,6E,10E)-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenyl)-1-oxa-spiro[2.5]oct-5-en-4-ylmethyl]-silane

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Chemical Property of (2-Methoxy-phenyl)-dimethyl-[(3S,4R,7R)-7-((2E,6E,10E)-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenyl)-1-oxa-spiro[2.5]oct-5-en-4-ylmethyl]-silane

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Technology Process of (2-Methoxy-phenyl)-dimethyl-[(3S,4R,7R)-7-((2E,6E,10E)-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenyl)-1-oxa-spiro[2.5]oct-5-en-4-ylmethyl]-silane

There total 9 articles about (2-Methoxy-phenyl)-dimethyl-[(3S,4R,7R)-7-((2E,6E,10E)-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenyl)-1-oxa-spiro[2.5]oct-5-en-4-ylmethyl]-silane 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:

: 332343-93-8
[(1R,2S,5R)-1-Bromo-2-{[(2-methoxy-phenyl)-dimethyl-silanyl]-methyl}-5-((2E,6E,10E)-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenyl)-cyclohex-3-enyl]-methanol

: 1025814-58-7
(2-Methoxy-phenyl)-dimethyl-[(3S,4R,7R)-7-((2E,6E,10E)-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenyl)-1-oxa-spiro[2.5]oct-5-en-4-ylmethyl]-silane

Guidance literature:: With sodium methylate; In isopropyl alcohol; at -30 - 0 ℃; for 30h;
DOI:10.1021/ja004043r

Reference yield:

: 24034-73-9
Geranylgeraniol

: 1025814-58-7
(2-Methoxy-phenyl)-dimethyl-[(3S,4R,7R)-7-((2E,6E,10E)-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenyl)-1-oxa-spiro[2.5]oct-5-en-4-ylmethyl]-silane

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: tetrahydrofuran; hexane / 1.5 h / -78 °C

2.1: CuCN / tetrahydrofuran / 1 h / -40 - 0 °C

2.2: 427 mg / tetrahydrofuran; hexane / 12 h / 0 °C

3.1: Cp₂ZrHCl / tetrahydrofuran / 0.75 h / 20 °C

3.2: 75 percent / ZnCl₂ / Pd(PPh₃)4 / tetrahydrofuran / 1 h / 20 °C

4.1: DIBAL-H / tetrahydrofuran; toluene / 0.67 h / -78 - 0 °C

4.2: MeOH; Na₂SO₄*10H₂O / tetrahydrofuran / 0.5 h / 23 °C

5.1: pyridine; 4-DMAP / CH₂Cl₂ / 2 h / 23 °C

6.1: MeLi; HMPA / tetrahydrofuran; diethyl ether / 5 h / -50 °C

6.2: CuCN / tetrahydrofuran; diethyl ether / 0.75 h / 0 °C

6.3: 70 percent / tetrahydrofuran; diethyl ether / 16 h / -50 - 23 °C

7.1: 80 percent / (R)-N-p-toluenesulfonyl-β-methyltryptophan; BH3*THF / CH2Cl2 / 48 h / -78 °C

8.1: NaBH₄ / tetrahydrofuran; H₂O / 0.08 h / 23 °C

9.1: NaOMe / propan-2-ol / 30 h / -30 - 0 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium tetrahydroborate; Schwartz's reagent; n-butyllithium; borane-THF; (2S,3R)-3-(1H-indol-3-yl)-2-((4-methylphenyl)sulfonamido)butanoic acid; methyllithium; sodium methylate; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; isopropyl alcohol; toluene;
DOI:10.1021/ja004043r

Reference yield:

: 71668-80-9
2E,6E,10E-geranylgeranyl methanesulfonate

: 1025814-58-7
(2-Methoxy-phenyl)-dimethyl-[(3S,4R,7R)-7-((2E,6E,10E)-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenyl)-1-oxa-spiro[2.5]oct-5-en-4-ylmethyl]-silane

Guidance literature:: Multi-step reaction with 8 steps

1.1: CuCN / tetrahydrofuran / 1 h / -40 - 0 °C

1.2: 427 mg / tetrahydrofuran; hexane / 12 h / 0 °C

2.1: Cp₂ZrHCl / tetrahydrofuran / 0.75 h / 20 °C

2.2: 75 percent / ZnCl₂ / Pd(PPh₃)4 / tetrahydrofuran / 1 h / 20 °C

3.1: DIBAL-H / tetrahydrofuran; toluene / 0.67 h / -78 - 0 °C

3.2: MeOH; Na₂SO₄*10H₂O / tetrahydrofuran / 0.5 h / 23 °C

4.1: pyridine; 4-DMAP / CH₂Cl₂ / 2 h / 23 °C

5.1: MeLi; HMPA / tetrahydrofuran; diethyl ether / 5 h / -50 °C

5.2: CuCN / tetrahydrofuran; diethyl ether / 0.75 h / 0 °C

5.3: 70 percent / tetrahydrofuran; diethyl ether / 16 h / -50 - 23 °C

6.1: 80 percent / (R)-N-p-toluenesulfonyl-β-methyltryptophan; BH3*THF / CH2Cl2 / 48 h / -78 °C

7.1: NaBH₄ / tetrahydrofuran; H₂O / 0.08 h / 23 °C

8.1: NaOMe / propan-2-ol / 30 h / -30 - 0 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium tetrahydroborate; Schwartz's reagent; borane-THF; (2S,3R)-3-(1H-indol-3-yl)-2-((4-methylphenyl)sulfonamido)butanoic acid; methyllithium; sodium methylate; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; water; isopropyl alcohol; toluene;
DOI:10.1021/ja004043r