(1S,3S,5S,6R,8R)-3,8-Di(4-methoxyhenyl)-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde

Base Information

• Chemical Name: (1S,3S,5S,6R,8R)-3,8-Di(4-methoxyhenyl)-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde
• CAS No.: 143573-33-5
• Molecular Formula: C₂₁H₂₂O₇
• Molecular Weight: 386.401

Synonyms:(1S,3S,5S,6R,8R)-3,8-Di(4-methoxyhenyl)-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde

Chemical Property of (1S,3S,5S,6R,8R)-3,8-Di(4-methoxyhenyl)-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde

Chemical Property:

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Technology Process of (1S,3S,5S,6R,8R)-3,8-Di(4-methoxyhenyl)-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde

There total 3 articles about (1S,3S,5S,6R,8R)-3,8-Di(4-methoxyhenyl)-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde 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: 86.0%

(1S,3S,5R,6R,8R)-5-<(1R)-1,2-Dihydroxyethyl>-3,8-di(4-methoxyhenyl)-2,4,7,9-tetraoxabicyclo<4.4.0>decane (143616-91-5) → (1S,3S,5S,6R,8R)-3,8-Di(4-methoxyhenyl)-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde (143573-33-5)

Guidance literature:

With sodium periodate; In 1,4-dioxane; water; at 20 ℃; for 48h;

DOI:10.5560/ZNB.2012-0108

Reference yield:

D-sorbitol (50-70-4) → (1S,3S,5S,6R,8R)-3,8-Di(4-methoxyhenyl)-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde (143573-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 17 percent / conc.aq.HCl / H₂O; dimethylformamide / 17 h / Ambient temperature

2: 79 percent / NaIO₄, H₂O / dioxane / 17 h / Ambient temperature

With hydrogenchloride; sodium periodate; water; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)89027-X

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → (1S,3S,5S,6R,8R)-3,8-Di(4-methoxyhenyl)-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde (143573-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 17 percent / conc.aq.HCl / H₂O; dimethylformamide / 17 h / Ambient temperature

2: 79 percent / NaIO₄, H₂O / dioxane / 17 h / Ambient temperature

With hydrogenchloride; sodium periodate; water; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)89027-X

upstream raw materials:

(1S,3S,5R,6R,8R)-5-<(1R)-1,2-Dihydroxyethyl>-3,8-di(4-methoxyhenyl)-2,4,7,9-tetraoxabicyclo<4.4.0>decane

D-sorbitol

4-methoxy-benzaldehyde

Downstream raw materials:

(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-hydroxybut-3-yne

(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-prop-2-yne-1-yl 4-nitrobenzoate

(1S)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-prop-2-yne-1-yl 4-nitrobenzoate

3-cyano-6-dimethylamino-4-[(2R)-2-methoxy-2-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo-[4.4.0]decan-5-yl]ethyl]-2-oxo-1,2-dihydropyridine

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