(1S,6R)-6-hydroxy-4-{[(4R,6S)-6-{(2R)-2-(4-methoxybenzoyl)oxy}-4-{[tert-butyldimethylsilyloxy]butyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}cyclohept-3-en-1-yl 4-methoxybenzoate

Base Information

Chemical Name:(1S,6R)-6-hydroxy-4-{[(4R,6S)-6-{(2R)-2-(4-methoxybenzoyl)oxy}-4-{[tert-butyldimethylsilyloxy]butyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}cyclohept-3-en-1-yl 4-methoxybenzoate
CAS No.:883554-51-6
Molecular Formula:C₄₀H₅₈O₁₀Si
Molecular Weight:726.98
Hs Code.:

(1S,6R)-6-hydroxy-4-{[(4R,6S)-6-{(2R)-2-(4-methoxybenzoyl)oxy}-4-{[tert-butyldimethylsilyloxy]butyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}cyclohept-3-en-1-yl 4-methoxybenzoate

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Chemical Property of (1S,6R)-6-hydroxy-4-{[(4R,6S)-6-{(2R)-2-(4-methoxybenzoyl)oxy}-4-{[tert-butyldimethylsilyloxy]butyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}cyclohept-3-en-1-yl 4-methoxybenzoate

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Technology Process of (1S,6R)-6-hydroxy-4-{[(4R,6S)-6-{(2R)-2-(4-methoxybenzoyl)oxy}-4-{[tert-butyldimethylsilyloxy]butyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}cyclohept-3-en-1-yl 4-methoxybenzoate

There total 5 articles about (1S,6R)-6-hydroxy-4-{[(4R,6S)-6-{(2R)-2-(4-methoxybenzoyl)oxy}-4-{[tert-butyldimethylsilyloxy]butyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}cyclohept-3-en-1-yl 4-methoxybenzoate 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:

: 883554-46-9
4,4'-methylenebis[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl]bis(4-methoxybenzoate)

: 883554-51-6
(1S,6R)-6-hydroxy-4-{[(4R,6S)-6-{(2R)-2-(4-methoxybenzoyl)oxy}-4-{[tert-butyldimethylsilyloxy]butyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}cyclohept-3-en-1-yl 4-methoxybenzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / Me₂SO₂NH₂; K₂CO₃; (DHQ)2PHAL / K₂OsO₂(OH)4; K₃Fe(CN)6 / 2-methyl-propan-2-ol; H₂O; acetonitrile / 24 h / 0 °C

2.1: Mg(OMe)2 / methanol / 7 h / 25 °C

2.2: 76 percent / oxalic acid / methanol / 1 h / 0 °C

3.1: NaIO₄ / dioxane; H₂O / 13 h / 25 °C

3.2: Me₄NBH(OAc)3 / acetic acid / 14 h / 25 °C

4.1: imidazole / dimethylformamide / 0.75 h / 0 - 25 °C

4.2: 432 mg / camphorsulfonic acid / acetone / 0.33 h / 0 °C

With 1H-imidazole; sodium periodate; Hydroquinone 1,4-phthalazinediyl diether; Me₂SO₂NH₂; potassium carbonate; magnesium methanolate; potassium dioxotetrahydroxoosmate(VI); potassium hexacyanoferrate(III); In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1002/ejoc.200500670

Reference yield:

: 883554-45-8
4,4'-methylenebis[(1R,1'S,2S,2'R,6R,6'S)-6-acetoxy-2-chlorocyclohept-3-en-1-yl]bis(4-methoxybenzoate)

: 883554-51-6
(1S,6R)-6-hydroxy-4-{[(4R,6S)-6-{(2R)-2-(4-methoxybenzoyl)oxy}-4-{[tert-butyldimethylsilyloxy]butyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}cyclohept-3-en-1-yl 4-methoxybenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 75 percent / Bu₃SnH; AIBN / toluene / 8 h / 80 °C

2.1: 90 percent / Me₂SO₂NH₂; K₂CO₃; (DHQ)2PHAL / K₂OsO₂(OH)4; K₃Fe(CN)6 / 2-methyl-propan-2-ol; H₂O; acetonitrile / 24 h / 0 °C

3.1: Mg(OMe)2 / methanol / 7 h / 25 °C

3.2: 76 percent / oxalic acid / methanol / 1 h / 0 °C

4.1: NaIO₄ / dioxane; H₂O / 13 h / 25 °C

4.2: Me₄NBH(OAc)3 / acetic acid / 14 h / 25 °C

5.1: imidazole / dimethylformamide / 0.75 h / 0 - 25 °C

5.2: 432 mg / camphorsulfonic acid / acetone / 0.33 h / 0 °C

With 1H-imidazole; sodium periodate; Hydroquinone 1,4-phthalazinediyl diether; 2,2'-azobis(isobutyronitrile); Me₂SO₂NH₂; tri-n-butyl-tin hydride; potassium carbonate; magnesium methanolate; potassium dioxotetrahydroxoosmate(VI); potassium hexacyanoferrate(III); In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1002/ejoc.200500670

Reference yield:

: 883554-50-5
(1S,6R)-6-hydroxy-4-{(2R,4S,6R)-2,4,8-trihydroxy-6-[(4-methoxybenzoyl)oxy]octyl}cyclohept-3-en-1-yl 4-methoxybenzoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 77-76-9
2,2-dimethoxy-propane

: 883554-51-6
(1S,6R)-6-hydroxy-4-{[(4R,6S)-6-{(2R)-2-(4-methoxybenzoyl)oxy}-4-{[tert-butyldimethylsilyloxy]butyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}cyclohept-3-en-1-yl 4-methoxybenzoate

Guidance literature:: (1S,6R)-6-hydroxy-4-{(2R,4S,6R)-2,4,8-trihydroxy-6-[(4-methoxybenzoyl)oxy]octyl}cyclohept-3-en-1-yl 4-methoxybenzoate; tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 25 ℃; for 0.75h;

2,2-dimethoxy-propane; With camphor-10-sulfonic acid; In acetone; at 0 ℃; for 0.333333h;
DOI:10.1002/ejoc.200500670