(3RS,5S)-3-[(2R)-2-(tert-butyldimethylsilyloxy)-5-hexynyl]-5-methyl-3-(phenylsulfenyl)tetrahydrofuran-2-one

Base Information

Chemical Name:(3RS,5S)-3-[(2R)-2-(tert-butyldimethylsilyloxy)-5-hexynyl]-5-methyl-3-(phenylsulfenyl)tetrahydrofuran-2-one
CAS No.:533923-95-4
Molecular Formula:C₂₃H₃₄O₃SSi
Molecular Weight:418.673
Hs Code.:

Synonyms:(3RS,5S)-3-[(2R)-2-(tert-butyldimethylsilyloxy)-5-hexynyl]-5-methyl-3-(phenylsulfenyl)tetrahydrofuran-2-one

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Chemical Property of (3RS,5S)-3-[(2R)-2-(tert-butyldimethylsilyloxy)-5-hexynyl]-5-methyl-3-(phenylsulfenyl)tetrahydrofuran-2-one

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Technology Process of (3RS,5S)-3-[(2R)-2-(tert-butyldimethylsilyloxy)-5-hexynyl]-5-methyl-3-(phenylsulfenyl)tetrahydrofuran-2-one

There total 12 articles about (3RS,5S)-3-[(2R)-2-(tert-butyldimethylsilyloxy)-5-hexynyl]-5-methyl-3-(phenylsulfenyl)tetrahydrofuran-2-one 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: 69.0%

: 184435-75-4
(5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one

: 533924-03-7
(R)-2-(tert-butyldimethylsilyloxy)-5-hexynyl trifluoromethanesulfonate

: 533923-95-4
(3RS,5S)-3-[(2R)-2-(tert-butyldimethylsilyloxy)-5-hexynyl]-5-methyl-3-(phenylsulfenyl)tetrahydrofuran-2-one

Guidance literature:: (5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 0 ℃; for 0.166667h;

(R)-2-(tert-butyldimethylsilyloxy)-5-hexynyl trifluoromethanesulfonate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; toluene; at 0 ℃; for 0.166667h; Further stages.;
DOI:10.1002/chem.200390040

Reference yield: 16.0%

: 184435-75-4
(5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one

: 533923-94-3
(R)-5-(tert-butyldimethylsilyloxy)-6-iodo-1-hexyne

: tert-butyl-dimethyl-(1-phenylsulfanylmethyl-pent-4-ynyloxy)-silane

: 533923-95-4
(3RS,5S)-3-[(2R)-2-(tert-butyldimethylsilyloxy)-5-hexynyl]-5-methyl-3-(phenylsulfenyl)tetrahydrofuran-2-one

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1002/chem.200390040

Reference yield:

: 184435-75-4
(5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one

: 533923-94-3
(R)-5-(tert-butyldimethylsilyloxy)-6-iodo-1-hexyne

: 533923-95-4
(3RS,5S)-3-[(2R)-2-(tert-butyldimethylsilyloxy)-5-hexynyl]-5-methyl-3-(phenylsulfenyl)tetrahydrofuran-2-one

Guidance literature:: (5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 0 ℃; for 0.166667h;

(R)-5-(tert-butyldimethylsilyloxy)-6-iodo-1-hexyne; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; toluene; for 5h; Further stages.; Heating;
DOI:10.1002/chem.200390040