tert-butyldiphenyl{[(R)-1-{(2R,3R)-3-[(1Z,3E)-4-(2-{2-[(triethylsilyl)oxy]ethyl}-1,3-dioxolan-2-yl)buta-1,3-dien-1-yl]oxiran-2-yl}propan-2-yl]oxy}silane

Base Information

Chemical Name:tert-butyldiphenyl{[(R)-1-{(2R,3R)-3-[(1Z,3E)-4-(2-{2-[(triethylsilyl)oxy]ethyl}-1,3-dioxolan-2-yl)buta-1,3-dien-1-yl]oxiran-2-yl}propan-2-yl]oxy}silane
CAS No.:1622322-61-5
Molecular Formula:C₃₆H₅₄O₅Si₂
Molecular Weight:622.993
Hs Code.:

Synonyms:tert-butyldiphenyl{[(R)-1-{(2R,3R)-3-[(1Z,3E)-4-(2-{2-[(triethylsilyl)oxy]ethyl}-1,3-dioxolan-2-yl)buta-1,3-dien-1-yl]oxiran-2-yl}propan-2-yl]oxy}silane

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Chemical Property of tert-butyldiphenyl{[(R)-1-{(2R,3R)-3-[(1Z,3E)-4-(2-{2-[(triethylsilyl)oxy]ethyl}-1,3-dioxolan-2-yl)buta-1,3-dien-1-yl]oxiran-2-yl}propan-2-yl]oxy}silane

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Technology Process of tert-butyldiphenyl{[(R)-1-{(2R,3R)-3-[(1Z,3E)-4-(2-{2-[(triethylsilyl)oxy]ethyl}-1,3-dioxolan-2-yl)buta-1,3-dien-1-yl]oxiran-2-yl}propan-2-yl]oxy}silane

There total 8 articles about tert-butyldiphenyl{[(R)-1-{(2R,3R)-3-[(1Z,3E)-4-(2-{2-[(triethylsilyl)oxy]ethyl}-1,3-dioxolan-2-yl)buta-1,3-dien-1-yl]oxiran-2-yl}propan-2-yl]oxy}silane 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: 71.0%

: 1622322-45-5
tert-butyl{[(R)-1-{(2R,3R)-3-[(Z)-2-iodoethenyl]oxiran-2-yl}-propan-2-yl]oxy}diphenylsilane

: 1622322-47-7
(E)-triethyl(2-{2-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-ethenyl]-1,3-dioxolan-2-yl}ethoxy)silane

: 1622322-61-5
tert-butyldiphenyl{[(R)-1-{(2R,3R)-3-[(1Z,3E)-4-(2-{2-[(triethylsilyl)oxy]ethyl}-1,3-dioxolan-2-yl)buta-1,3-dien-1-yl]oxiran-2-yl}propan-2-yl]oxy}silane

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In tetrahydrofuran; water; at 55 ℃; for 7h; Inert atmosphere;
DOI:10.1002/ejoc.201402205

Reference yield:

: 303044-46-4
(-)-(2R,3R,5R)-5-(tert-butyldiphenylsilyloxy)-2,3-(oxiranyl)-hexan-1-al

: 1622322-61-5
tert-butyldiphenyl{[(R)-1-{(2R,3R)-3-[(1Z,3E)-4-(2-{2-[(triethylsilyl)oxy]ethyl}-1,3-dioxolan-2-yl)buta-1,3-dien-1-yl]oxiran-2-yl}propan-2-yl]oxy}silane

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / methanol / 3 h / 0 °C / Inert atmosphere

2: N-iodo-succinimide; silver nitrate / acetone / 1 h / 25 °C / Inert atmosphere; Darkness

3: 2-nitrobenzenesulfonyl hydrazide; triethylamine / tetrahydrofuran; isopropyl alcohol / 40 h / 25 °C / Inert atmosphere; Darkness

4: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / 7 h / 55 °C / Inert atmosphere

With N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-nitrobenzenesulfonyl hydrazide; potassium carbonate; caesium carbonate; silver nitrate; triethylamine; In tetrahydrofuran; methanol; water; isopropyl alcohol; acetone; 4: |Suzuki Coupling;
DOI:10.1002/ejoc.201402205

Reference yield:

: 1622322-52-4
tert-butyl({(R)-1-[(2R,3R)-3-ethynyloxiran-2-yl]propan-2-yl}oxy)-diphenylsilane

: 1622322-61-5
tert-butyldiphenyl{[(R)-1-{(2R,3R)-3-[(1Z,3E)-4-(2-{2-[(triethylsilyl)oxy]ethyl}-1,3-dioxolan-2-yl)buta-1,3-dien-1-yl]oxiran-2-yl}propan-2-yl]oxy}silane

Guidance literature:: Multi-step reaction with 3 steps

1: N-iodo-succinimide; silver nitrate / acetone / 1 h / 25 °C / Inert atmosphere; Darkness

2: 2-nitrobenzenesulfonyl hydrazide; triethylamine / tetrahydrofuran; isopropyl alcohol / 40 h / 25 °C / Inert atmosphere; Darkness

3: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / 7 h / 55 °C / Inert atmosphere

With N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-nitrobenzenesulfonyl hydrazide; caesium carbonate; silver nitrate; triethylamine; In tetrahydrofuran; water; isopropyl alcohol; acetone; 3: |Suzuki Coupling;
DOI:10.1002/ejoc.201402205