(2R,4S,6R,8R,10S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-2-methylene-butyl]-10-methoxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undecane

Base Information

Chemical Name:(2R,4S,6R,8R,10S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-2-methylene-butyl]-10-methoxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undecane
CAS No.:868267-01-0
Molecular Formula:C₃₇H₆₆O₇Si₂
Molecular Weight:679.098
Hs Code.:

(2R,4S,6R,8R,10S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-2-methylene-butyl]-10-methoxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undecane

Synonyms:(2R,4S,6R,8R,10S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-2-methylene-butyl]-10-methoxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undecane

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Chemical Property of (2R,4S,6R,8R,10S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-2-methylene-butyl]-10-methoxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undecane

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Technology Process of (2R,4S,6R,8R,10S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-2-methylene-butyl]-10-methoxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undecane

There total 12 articles about (2R,4S,6R,8R,10S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-2-methylene-butyl]-10-methoxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[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: 96.0%

: 868267-00-9
(2R,4S,6R,8R,10S)-10-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-2-methylene-butyl]-8-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undecan-4-ol

: 74-88-4
methyl iodide

: 868267-01-0
(2R,4S,6R,8R,10S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-2-methylene-butyl]-10-methoxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 22h;
DOI:10.1002/anie.200502008

Reference yield:

: 2-(1-methyl-2-triethylsilanyloxy-ethyl)-4-triethylsilanyloxy-hept-1-en-6-yne

: 868267-01-0
(2R,4S,6R,8R,10S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-2-methylene-butyl]-10-methoxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: Multi-step reaction with 9 steps

1: i-PrMgCl / tetrahydrofuran / 1 h / -20 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

3: 97 percent / NaOMe / methanol; CH₂Cl₂ / 16 h / -10 - 20 °C

4: aq. HClO₄ / acetonitrile; CH₂Cl₂ / 0.5 h / 20 °C

5: PhI(Tfa)2 / 0.67 h / 0 °C

6: aq. NaHCO₃; AcOH / tetrahydrofuran / 6 h / 30 °C

7: imidazole / dimethylformamide / 14 h / 20 °C

8: 87 percent / NaBH₄; CaCl₃*7H₂O / tetrahydrofuran; methanol / 1 h / -78 °C

9: 96 percent / NaH / tetrahydrofuran / 22 h / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; perchloric acid; CaCl₃*7H₂O; isopropylmagnesium chloride; sodium methylate; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2: Dess-Martin oxidation;
DOI:10.1002/anie.200502008

Reference yield:

: 868267-04-3
1-[6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(1-methyl-2-triethylsilanyloxy-ethyl)-6-triethylsilanyloxy-non-8-en-3-yn-2-ol

: 868267-01-0
(2R,4S,6R,8R,10S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-2-methylene-butyl]-10-methoxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: Multi-step reaction with 8 steps

1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

2: 97 percent / NaOMe / methanol; CH₂Cl₂ / 16 h / -10 - 20 °C

3: aq. HClO₄ / acetonitrile; CH₂Cl₂ / 0.5 h / 20 °C

4: PhI(Tfa)2 / 0.67 h / 0 °C

5: aq. NaHCO₃; AcOH / tetrahydrofuran / 6 h / 30 °C

6: imidazole / dimethylformamide / 14 h / 20 °C

7: 87 percent / NaBH₄; CaCl₃*7H₂O / tetrahydrofuran; methanol / 1 h / -78 °C

8: 96 percent / NaH / tetrahydrofuran / 22 h / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; perchloric acid; CaCl₃*7H₂O; sodium methylate; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Dess-Martin oxidation;
DOI:10.1002/anie.200502008