(+)-(2R)-2-{(1S)-2-(benzyloxy)-2-methyl-1-[(methylsulfanyl)methoxy]propyl}-oxirane

Base Information

Chemical Name:(+)-(2R)-2-{(1S)-2-(benzyloxy)-2-methyl-1-[(methylsulfanyl)methoxy]propyl}-oxirane
CAS No.:502613-91-4
Molecular Formula:C₁₅H₂₂O₃S
Molecular Weight:282.404
Hs Code.:

Synonyms:(+)-(2R)-2-{(1S)-2-(benzyloxy)-2-methyl-1-[(methylsulfanyl)methoxy]propyl}-oxirane

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Chemical Property of (+)-(2R)-2-{(1S)-2-(benzyloxy)-2-methyl-1-[(methylsulfanyl)methoxy]propyl}-oxirane

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Technology Process of (+)-(2R)-2-{(1S)-2-(benzyloxy)-2-methyl-1-[(methylsulfanyl)methoxy]propyl}-oxirane

There total 7 articles about (+)-(2R)-2-{(1S)-2-(benzyloxy)-2-methyl-1-[(methylsulfanyl)methoxy]propyl}-oxirane 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: 91.0%

: 502614-14-4
(-)-(2R,3S)-4-(benzyloxy)-4-methyl-3-[(methylsulfanyl)methoxy]pentane-1,2-diol

: 502613-91-4
(+)-(2R)-2-{(1S)-2-(benzyloxy)-2-methyl-1-[(methylsulfanyl)methoxy]propyl}-oxirane

Guidance literature:: With sodium hydride; N-tosylimidazole; In tetrahydrofuran; at -78 - 0 ℃; under 2.2 Torr;
DOI:10.1002/hlca.200390328

Reference yield:

: 502614-16-6
(+)-(1S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-methyl-1-[(methylsulfanyl)methoxy]propan-2-ol

: 502613-91-4
(+)-(2R)-2-{(1S)-2-(benzyloxy)-2-methyl-1-[(methylsulfanyl)methoxy]propyl}-oxirane

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / NaH; Bu₄NI / tetrahydrofuran / 0 - 20 °C

2: 90 percent / (+)-camphorsulfonic acid / methanol; H₂O / 2.5 h / 65 °C

3: 91 percent / NaH; 1-tosyl-1H-imidazole / tetrahydrofuran / -78 - 0 °C / 2.2 Torr

With tetra-(n-butyl)ammonium iodide; sodium hydride; (+)-10-camphorsulfonic acid; N-tosylimidazole; In tetrahydrofuran; methanol; water;
DOI:10.1002/hlca.200390328

Reference yield:

: 83657-30-1
(+)-(1S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-hydroxypropan-2-one

: 502613-91-4
(+)-(2R)-2-{(1S)-2-(benzyloxy)-2-methyl-1-[(methylsulfanyl)methoxy]propyl}-oxirane

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / tetrahydrofuran; diethyl ether / 1 h / 20 °C

2: 58 percent / AcOH; Ac₂O / 38 h / 20 °C

3: 96 percent / NaH; Bu₄NI / tetrahydrofuran / 0 - 20 °C

4: 90 percent / (+)-camphorsulfonic acid / methanol; H₂O / 2.5 h / 65 °C

5: 91 percent / NaH; 1-tosyl-1H-imidazole / tetrahydrofuran / -78 - 0 °C / 2.2 Torr

With acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; (+)-10-camphorsulfonic acid; N-tosylimidazole; In tetrahydrofuran; methanol; diethyl ether; water;
DOI:10.1002/hlca.200390328