(1R,2R)-2-t-butyldiphenylsilyloxymethyl-1-(5-chloro-N-tosylindole-2-yl)cyclopropane

Base Information

Chemical Name:(1R,2R)-2-t-butyldiphenylsilyloxymethyl-1-(5-chloro-N-tosylindole-2-yl)cyclopropane
CAS No.:1273298-33-1
Molecular Formula:C₃₅H₃₆ClNO₃SSi
Molecular Weight:614.28
Hs Code.:

Synonyms:(1R,2R)-2-t-butyldiphenylsilyloxymethyl-1-(5-chloro-N-tosylindole-2-yl)cyclopropane

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Chemical Property of (1R,2R)-2-t-butyldiphenylsilyloxymethyl-1-(5-chloro-N-tosylindole-2-yl)cyclopropane

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Technology Process of (1R,2R)-2-t-butyldiphenylsilyloxymethyl-1-(5-chloro-N-tosylindole-2-yl)cyclopropane

There total 7 articles about (1R,2R)-2-t-butyldiphenylsilyloxymethyl-1-(5-chloro-N-tosylindole-2-yl)cyclopropane 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:

: C₂₈H₃₀ClNOSi

: 98-59-9
p-toluenesulfonyl chloride

: 1273298-33-1
(1R,2R)-2-t-butyldiphenylsilyloxymethyl-1-(5-chloro-N-tosylindole-2-yl)cyclopropane

Guidance literature:: With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 8h; Inert atmosphere;
DOI:10.1039/c0ob00597e

Reference yield:

: 1273298-72-8
(1R,2R)-2-t-butyldiphenylsilyloxymethyl-1-[1-(4-chloro-2-vinylphenylamino)prop-2-en-1-yl]cyclopropane

: 1273298-33-1
(1R,2R)-2-t-butyldiphenylsilyloxymethyl-1-(5-chloro-N-tosylindole-2-yl)cyclopropane

Guidance literature:: Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine / toluene / 24 h / Reflux; Inert atmosphere

2: carbonylchlorohydridotris(triphenylphosphine)ruthenium (II) / 5,5-dimethyl-1,3-cyclohexadiene / 24 h / Reflux; Inert atmosphere

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / 5,5-dimethyl-1,3-cyclohexadiene; toluene / 5 h / 120 °C / Inert atmosphere

4: potassium carbonate / tetrahydrofuran; methanol / 1 h / 20 °C

5: sodium hydride / tetrahydrofuran; mineral oil / 8 h / 0 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; carbonylchlorohydridotris(triphenylphosphine)ruthenium (II); sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; toluene; mineral oil;
DOI:10.1039/c0ob00597e

Reference yield:

: C₃₃H₃₈ClNO₂Si

: 1273298-33-1
(1R,2R)-2-t-butyldiphenylsilyloxymethyl-1-(5-chloro-N-tosylindole-2-yl)cyclopropane

Guidance literature:: Multi-step reaction with 3 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / 5,5-dimethyl-1,3-cyclohexadiene; toluene / 5 h / 120 °C / Inert atmosphere

2: potassium carbonate / tetrahydrofuran; methanol / 1 h / 20 °C

3: sodium hydride / tetrahydrofuran; mineral oil / 8 h / 0 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; toluene; mineral oil;
DOI:10.1039/c0ob00597e