(S)-(4R,5R)-N-(1-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2-trimethylsilanyl-allyl)-4-methyl-benzenesulfonamide

Base Information

Chemical Name:(S)-(4R,5R)-N-(1-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2-trimethylsilanyl-allyl)-4-methyl-benzenesulfonamide
CAS No.:686274-59-9
Molecular Formula:C₄₇H₅₀BNO₇SSi
Molecular Weight:811.879
Hs Code.:

Synonyms:(S)-(4R,5R)-N-(1-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2-trimethylsilanyl-allyl)-4-methyl-benzenesulfonamide

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Chemical Property of (S)-(4R,5R)-N-(1-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2-trimethylsilanyl-allyl)-4-methyl-benzenesulfonamide

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Technology Process of (S)-(4R,5R)-N-(1-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2-trimethylsilanyl-allyl)-4-methyl-benzenesulfonamide

There total 5 articles about (S)-(4R,5R)-N-(1-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2-trimethylsilanyl-allyl)-4-methyl-benzenesulfonamide 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:

: 64817-17-0
3-bromo-2-hydroxymethylfuran

: 686274-59-9
(S)-(4R,5R)-N-(1-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2-trimethylsilanyl-allyl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / diethyl ether; hexane / 2 h / -78 °C

1.2: triisopropyl borate / diethyl ether; hexane / 12 h / -78 - 20 °C

2.1: 3.5 g / ethyl acetate / 48 h / Heating

3.1: 61 percent / pyridinium dichromate / CH₂Cl₂ / 12 h / 20 °C

4.1: 85 percent / p-toluenesulfonic acid / toluene / 10 h / Heating

5.1: diethyl ether; tetrahydrofuran / 2 h / -40 °C

With dipyridinium dichromate; n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jo030385e

Reference yield:

: 389634-41-7
(4R,5R)-3-[4,5-bis(methoxydiphenyl-methyl)-1,3,2-dioxaborolan-2-yl]furan-2-carbaldehyde

: 686274-59-9
(S)-(4R,5R)-N-(1-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2-trimethylsilanyl-allyl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / p-toluenesulfonic acid / toluene / 10 h / Heating

2: diethyl ether; tetrahydrofuran / 2 h / -40 °C

With toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1021/jo030385e

Reference yield:

: 938443-34-6
C₅H₅O₂B(OH)2

: 686274-59-9
(S)-(4R,5R)-N-(1-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2-trimethylsilanyl-allyl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 3.5 g / ethyl acetate / 48 h / Heating

2: 61 percent / pyridinium dichromate / CH₂Cl₂ / 12 h / 20 °C

3: 85 percent / p-toluenesulfonic acid / toluene / 10 h / Heating

4: diethyl ether; tetrahydrofuran / 2 h / -40 °C

With dipyridinium dichromate; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jo030385e