2-[(2R,3S,6R,8R,9S)-9-Methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-ethanol

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Chemical Name:2-[(2R,3S,6R,8R,9S)-9-Methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-ethanol
CAS No.:902453-81-0
Molecular Formula:C₂₂H₃₂O₆
Molecular Weight:392.492
Hs Code.:

Synonyms:2-[(2R,3S,6R,8R,9S)-9-Methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-ethanol

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Chemical Property of 2-[(2R,3S,6R,8R,9S)-9-Methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-ethanol

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Technology Process of 2-[(2R,3S,6R,8R,9S)-9-Methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-ethanol

There total 11 articles about 2-[(2R,3S,6R,8R,9S)-9-Methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-ethanol 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%

: (Z)-(2S,3R,9S,10R)-12-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-1-(4-methoxy-benzyloxy)-9-methyl-2,10-bis-triethylsilanyloxy-dodec-7-en-6-one

: 902453-81-0
2-[(2R,3S,6R,8R,9S)-9-Methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-ethanol

Guidance literature:: With toluene-4-sulfonic acid; In tetrahydrofuran; water;
DOI:10.1055/s-2006-933144

Reference yield:

: 902453-84-3
(2R,3S)-3-Methoxy-1-(4-methoxy-benzyloxy)-pent-4-en-2-ol

: 902453-81-0
2-[(2R,3S,6R,8R,9S)-9-Methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-ethanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: imidazole / dimethylformamide

2.1: 73 percent / Ru(Co)12

3.1: 92 percent / i-PrMgCl / HCl; tetrahydrofuran

4.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / 20 °C

4.2: 82 percent / tetrahydrofuran; hexane / 1.5 h / 20 °C

5.1: 85 percent / quinoline; H₂ / Lindlar catalyst

6.1: 91 percent / p-toluenesulfonic acid / tetrahydrofuran; H₂O

With 1H-imidazole; quinoline; n-butyllithium; hydrogen; isopropylmagnesium chloride; toluene-4-sulfonic acid; Lindlar's catalyst; Ru(CO)12; In tetrahydrofuran; hydrogenchloride; hexane; water; N,N-dimethyl-formamide;
DOI:10.1055/s-2006-933144

Reference yield:

: 902453-78-5
Triethyl-[(1R,2S)-2-methoxy-1-(4-methoxy-benzyloxymethyl)-but-3-enyloxy]-silane

: 902453-81-0
2-[(2R,3S,6R,8R,9S)-9-Methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-ethanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 73 percent / Ru(Co)12

2.1: 92 percent / i-PrMgCl / HCl; tetrahydrofuran

3.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / 20 °C

3.2: 82 percent / tetrahydrofuran; hexane / 1.5 h / 20 °C

4.1: 85 percent / quinoline; H₂ / Lindlar catalyst

5.1: 91 percent / p-toluenesulfonic acid / tetrahydrofuran; H₂O

With quinoline; n-butyllithium; hydrogen; isopropylmagnesium chloride; toluene-4-sulfonic acid; Lindlar's catalyst; Ru(CO)12; In tetrahydrofuran; hydrogenchloride; hexane; water;
DOI:10.1055/s-2006-933144