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

Base Information

Chemical Name:(-)-(2R,3S)-4-(benzyloxy)-4-methyl-3-[(methylsulfanyl)methoxy]pentane-1,2-diol
CAS No.:502614-14-4
Molecular Formula:C₁₅H₂₄O₄S
Molecular Weight:300.419
Hs Code.:

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

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Chemical Property of (-)-(2R,3S)-4-(benzyloxy)-4-methyl-3-[(methylsulfanyl)methoxy]pentane-1,2-diol

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Technology Process of (-)-(2R,3S)-4-(benzyloxy)-4-methyl-3-[(methylsulfanyl)methoxy]pentane-1,2-diol

There total 6 articles about (-)-(2R,3S)-4-(benzyloxy)-4-methyl-3-[(methylsulfanyl)methoxy]pentane-1,2-diol 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: 90.0%

: 502614-13-3
(+)-(4R)-4-{(1S)-2-(benzyloxy)-2-methyl-1-[(methylsulfanyl)methoxy]propyl}-2,2-dimethyl-1,3-dioxolane

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

Guidance literature:: With (+)-10-camphorsulfonic acid; In methanol; water; at 65 ℃; for 2.5h;
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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 502614-15-5
(-)-(1S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-methylpropane-1,2-diol

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

Guidance literature:: Multi-step reaction with 3 steps

1: 58 percent / AcOH; Ac₂O / 38 h / 20 °C

2: 96 percent / NaH; Bu₄NI / tetrahydrofuran / 0 - 20 °C

3: 90 percent / (+)-camphorsulfonic acid / methanol; H₂O / 2.5 h / 65 °C

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