(R)-(4R,5R)-3-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2,2-dimethyl-3-(toluene-4-sulfonylamino)propionic acid ethyl ester

Base Information

Chemical Name:(R)-(4R,5R)-3-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2,2-dimethyl-3-(toluene-4-sulfonylamino)propionic acid ethyl ester
CAS No.:686274-62-4
Molecular Formula:C₄₈H₅₀BNO₉S
Molecular Weight:827.803
Hs Code.:

(R)-(4R,5R)-3-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2,2-dimethyl-3-(toluene-4-sulfonylamino)propionic acid ethyl ester

Synonyms:(R)-(4R,5R)-3-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2,2-dimethyl-3-(toluene-4-sulfonylamino)propionic acid ethyl ester

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Chemical Property of (R)-(4R,5R)-3-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2,2-dimethyl-3-(toluene-4-sulfonylamino)propionic acid ethyl ester

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Technology Process of (R)-(4R,5R)-3-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2,2-dimethyl-3-(toluene-4-sulfonylamino)propionic acid ethyl ester

There total 8 articles about (R)-(4R,5R)-3-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2,2-dimethyl-3-(toluene-4-sulfonylamino)propionic acid ethyl ester 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

: 686274-62-4
(R)-(4R,5R)-3-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2,2-dimethyl-3-(toluene-4-sulfonylamino)propionic acid ethyl ester

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: tetrahydrofuran / 2 h / -78 - 20 °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:

: 938443-34-6
C₅H₅O₂B(OH)2

: 686274-62-4
(R)-(4R,5R)-3-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2,2-dimethyl-3-(toluene-4-sulfonylamino)propionic acid ethyl ester

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: tetrahydrofuran / 2 h / -78 - 20 °C

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

Reference yield:

: 389634-39-3
(2R,3R)-1,4-dimethoxy-1,1,4,4-tetraphenyl-2,3-butanediol 2-hydroxymethyl-3-furanylboronate

: 686274-62-4
(R)-(4R,5R)-3-{3-[4,5-bis(methoxy-diphenyl-methyl)-1,3,2-dioxaborolan-2-yl]-furan-2-yl}-2,2-dimethyl-3-(toluene-4-sulfonylamino)propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / pyridinium dichromate / CH₂Cl₂ / 12 h / 20 °C

2: 85 percent / p-toluenesulfonic acid / toluene / 10 h / Heating

3: tetrahydrofuran / 2 h / -78 - 20 °C

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