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

Base Information

Chemical Name:(1S)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-hydroxy-prop-2-yne
CAS No.:1403989-39-8
Molecular Formula:C₂₃H₂₄O₇
Molecular Weight:412.439
Hs Code.:

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

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

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

There total 3 articles about (1S)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-hydroxy-prop-2-yne 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: 27.0%

: 65032-27-1
ethynylmagnesium chloride

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

: 1403989-39-8
(1S)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-hydroxy-prop-2-yne

: 1403989-40-1
(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-hydroxy-prop-2-yne

Guidance literature:: ethynylmagnesium chloride; (1S,3S,5S,6R,8R)-3,8-Di(4-methoxyhenyl)-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde; In tetrahydrofuran; toluene; at 20 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; toluene;
DOI:10.5560/ZNB.2012-0108

Reference yield:

: 50-70-4
D-sorbitol

: 1403989-39-8
(1S)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-hydroxy-prop-2-yne

Guidance literature:: Multi-step reaction with 3 steps

1: acetic acid / 20 - 70 °C

2: sodium periodate / 1,4-dioxane; water / 48 h / 20 °C

3: toluene; tetrahydrofuran / 20 °C / Inert atmosphere

With sodium periodate; acetic acid; In tetrahydrofuran; 1,4-dioxane; water; toluene; 3: |Grignard Reaction;
DOI:10.5560/ZNB.2012-0108

Reference yield:

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

: 1403989-39-8
(1S)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-hydroxy-prop-2-yne

Guidance literature:: Multi-step reaction with 2 steps

1: sodium periodate / 1,4-dioxane; water / 48 h / 20 °C

2: toluene; tetrahydrofuran / 20 °C / Inert atmosphere

With sodium periodate; In tetrahydrofuran; 1,4-dioxane; water; toluene; 2: |Grignard Reaction;
DOI:10.5560/ZNB.2012-0108