(S)-2-((4S,5S,6S)-6-{(S)-2-Hydroxy-2-[(2R,3R)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-5-oxo-tetrahydro-furan-2-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-thiopropionic acid S-(1,1-diethyl-propyl) ester

Base Information

Chemical Name:(S)-2-((4S,5S,6S)-6-{(S)-2-Hydroxy-2-[(2R,3R)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-5-oxo-tetrahydro-furan-2-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-thiopropionic acid S-(1,1-diethyl-propyl) ester
CAS No.:158574-39-1
Molecular Formula:C₃₃H₅₂O₈S
Molecular Weight:608.837
Hs Code.:

(S)-2-((4S,5S,6S)-6-{(S)-2-Hydroxy-2-[(2R,3R)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-5-oxo-tetrahydro-furan-2-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-thiopropionic acid S-(1,1-diethyl-propyl) ester

Synonyms:(S)-2-((4S,5S,6S)-6-{(S)-2-Hydroxy-2-[(2R,3R)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-5-oxo-tetrahydro-furan-2-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-thiopropionic acid S-(1,1-diethyl-propyl) ester

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Chemical Property of (S)-2-((4S,5S,6S)-6-{(S)-2-Hydroxy-2-[(2R,3R)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-5-oxo-tetrahydro-furan-2-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-thiopropionic acid S-(1,1-diethyl-propyl) ester

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Technology Process of (S)-2-((4S,5S,6S)-6-{(S)-2-Hydroxy-2-[(2R,3R)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-5-oxo-tetrahydro-furan-2-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-thiopropionic acid S-(1,1-diethyl-propyl) ester

There total 10 articles about (S)-2-((4S,5S,6S)-6-{(S)-2-Hydroxy-2-[(2R,3R)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-5-oxo-tetrahydro-furan-2-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-thiopropionic acid S-(1,1-diethyl-propyl) 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: 100.0%

: 158574-38-0
(2S,3S,4R)-3-Hydroxy-4-{(4S,6S)-6-[(2R,3R)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-5-oxo-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2-methyl-pentanethioic acid S-(1,1-diethyl-propyl) ester

: 158574-39-1
(S)-2-((4S,5S,6S)-6-{(S)-2-Hydroxy-2-[(2R,3R)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-5-oxo-tetrahydro-furan-2-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-thiopropionic acid S-(1,1-diethyl-propyl) ester

Guidance literature:: With camphor-10-sulfonic acid; In acetone; at 25 ℃;

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 158574-39-1
(S)-2-((4S,5S,6S)-6-{(S)-2-Hydroxy-2-[(2R,3R)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-5-oxo-tetrahydro-furan-2-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-thiopropionic acid S-(1,1-diethyl-propyl) ester

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / (n-Bu)4NI, KH / tetrahydrofuran

3: 1.) TiCl₄ / 1.) CH₂Cl₂, 2.) CH₂Cl₂, -78 deg C

4: 1.) Me₄NHB(OAc)3, 2.) TsOH / 1.) MeCN, AcOH

5: W-2 Raney Ni / ethanol

6: Swern oxidation reagent

7: hexane; CH₂Cl₂ / -78 °C

8: 100 percent / camphorsulfonic acid / acetone / 25 °C

With Swern oxidation reagent; W-2 Raney Ni; camphor-10-sulfonic acid; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; potassium hydride; toluene-4-sulfonic acid; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetone;

Reference yield:

: (4R,5S)-5-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-hydroxy-3,3-dimethyl-dihydro-furan-2-one

: 158574-39-1
(S)-2-((4S,5S,6S)-6-{(S)-2-Hydroxy-2-[(2R,3R)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-5-oxo-tetrahydro-furan-2-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-thiopropionic acid S-(1,1-diethyl-propyl) ester

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / (n-Bu)4NI, KH / tetrahydrofuran

3: 1.) TiCl₄ / 1.) CH₂Cl₂, 2.) CH₂Cl₂, -78 deg C

4: 1.) Me₄NHB(OAc)3, 2.) TsOH / 1.) MeCN, AcOH

5: W-2 Raney Ni / ethanol

6: Swern oxidation reagent

7: hexane; CH₂Cl₂ / -78 °C

8: 100 percent / camphorsulfonic acid / acetone / 25 °C

With Swern oxidation reagent; W-2 Raney Ni; camphor-10-sulfonic acid; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; potassium hydride; toluene-4-sulfonic acid; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetone;