Toluene-4-sulfonic acid (2S,3R)-3-[(2R,3S,5R)-3-(bis-ethylsulfanyl-methyl)-5-methyl-6-oxo-tetrahydro-pyran-2-yl]-2-hydroxy-butyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2S,3R)-3-[(2R,3S,5R)-3-(bis-ethylsulfanyl-methyl)-5-methyl-6-oxo-tetrahydro-pyran-2-yl]-2-hydroxy-butyl ester
CAS No.:110087-59-7
Molecular Formula:C₂₂H₃₄O₆S₃
Molecular Weight:490.706
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2S,3R)-3-[(2R,3S,5R)-3-(bis-ethylsulfanyl-methyl)-5-methyl-6-oxo-tetrahydro-pyran-2-yl]-2-hydroxy-butyl ester

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Chemical Property of Toluene-4-sulfonic acid (2S,3R)-3-[(2R,3S,5R)-3-(bis-ethylsulfanyl-methyl)-5-methyl-6-oxo-tetrahydro-pyran-2-yl]-2-hydroxy-butyl ester

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Technology Process of Toluene-4-sulfonic acid (2S,3R)-3-[(2R,3S,5R)-3-(bis-ethylsulfanyl-methyl)-5-methyl-6-oxo-tetrahydro-pyran-2-yl]-2-hydroxy-butyl ester

There total 11 articles about Toluene-4-sulfonic acid (2S,3R)-3-[(2R,3S,5R)-3-(bis-ethylsulfanyl-methyl)-5-methyl-6-oxo-tetrahydro-pyran-2-yl]-2-hydroxy-butyl 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: 76.0%

: 110099-21-3
(3R,5S,6R)-5-(Bis-ethylsulfanyl-methyl)-6-((1R,2S)-2,3-dihydroxy-1-methyl-propyl)-3-methyl-tetrahydro-pyran-2-one

: 98-59-9
p-toluenesulfonyl chloride

: 110087-59-7
Toluene-4-sulfonic acid (2S,3R)-3-[(2R,3S,5R)-3-(bis-ethylsulfanyl-methyl)-5-methyl-6-oxo-tetrahydro-pyran-2-yl]-2-hydroxy-butyl ester

Guidance literature:: With triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(00)85204-1

Reference yield:

: 126108-10-9
methyl 4,6-O-benzylidene-2-deoxy-2-(2-propenyl)-α-D-allohexopyranoside

: 110087-59-7
Toluene-4-sulfonic acid (2S,3R)-3-[(2R,3S,5R)-3-(bis-ethylsulfanyl-methyl)-5-methyl-6-oxo-tetrahydro-pyran-2-yl]-2-hydroxy-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: CSA, CH₃OH

3: 1.) phosgene iminium chloride

4: toluene / 100 °C

5: 85 percent / H₂SO₄ / tetrahydrofuran; H₂O / 25 °C

6: 62 percent / PdCl₂/CuCl₂/O₂ / dimethylformamide; H₂O / 25 °C

7: 87 percent / PDC / acetic anhydride; CH₂Cl₂

8: 70 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide

9: 65 percent / BF₃*Et₂O

10: 76 percent / Et₃N / CH₂Cl₂

With methanol; dipyridinium dichromate; sulfuric acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; oxygen; dichloromethylenedimethyliminium chloride; triethylamine; copper dichloride; palladium dichloride; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; acetic anhydride; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)85204-1

Reference yield:

: 110087-51-9
(1R,2S,7R,8R,9S)-8-Methyl-6,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodecan-5-ol

: 110087-59-7
Toluene-4-sulfonic acid (2S,3R)-3-[(2R,3S,5R)-3-(bis-ethylsulfanyl-methyl)-5-methyl-6-oxo-tetrahydro-pyran-2-yl]-2-hydroxy-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / PDC / acetic anhydride; CH₂Cl₂

2: 70 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide

3: 65 percent / BF₃*Et₂O

4: 76 percent / Et₃N / CH₂Cl₂

With dipyridinium dichromate; boron trifluoride diethyl etherate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; acetic anhydride;
DOI:10.1016/S0040-4039(00)85204-1