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

Base Information

Chemical Name:(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-but-3-yne-1-yl 4-nitrobenzoate
CAS No.:1403989-44-5
Molecular Formula:C₃₁H₂₉NO₁₀
Molecular Weight:575.572
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 4 articles about (1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-but-3-yne-1-yl 4-nitrobenzoate 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: 72.0%

: 1403989-41-2
(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

: 122-04-3
4-nitro-benzoyl chloride

: 1403989-44-5
(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-but-3-yne-1-yl 4-nitrobenzoate

Guidance literature:: With triethylamine; In acetonitrile; at 20 ℃;
DOI:10.5560/ZNB.2012-0108

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 1403989-44-5
(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-but-3-yne-1-yl 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: acetic acid / 20 - 70 °C

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

3: zinc / toluene; N,N-dimethyl-formamide; diethyl ether / 20 - 35 °C

4: triethylamine / acetonitrile / 20 °C

With sodium periodate; acetic acid; triethylamine; zinc; In 1,4-dioxane; diethyl ether; water; N,N-dimethyl-formamide; toluene; acetonitrile; 3: |Barbier Coupling Reaction;
DOI:10.5560/ZNB.2012-0108

Reference yield:

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

: 1403989-44-5
(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-but-3-yne-1-yl 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: zinc / toluene; N,N-dimethyl-formamide; diethyl ether / 20 - 35 °C

2: triethylamine / acetonitrile / 20 °C

With triethylamine; zinc; In diethyl ether; N,N-dimethyl-formamide; toluene; acetonitrile; 1: |Barbier Coupling Reaction;
DOI:10.5560/ZNB.2012-0108