(2S,5R)-2-Benzyloxymethyl-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan

Base Information

Chemical Name:(2S,5R)-2-Benzyloxymethyl-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan
CAS No.:724755-53-7
Molecular Formula:C₂₀H₂₄O₃S
Molecular Weight:344.475
Hs Code.:

Synonyms:(2S,5R)-2-Benzyloxymethyl-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,5R)-2-Benzyloxymethyl-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan

Chemical Property:

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Technology Process of (2S,5R)-2-Benzyloxymethyl-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan

There total 7 articles about (2S,5R)-2-Benzyloxymethyl-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan 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: 95.0%

: 724755-73-1
1-[(S)-(E)-2-((S)-1-Benzyloxymethyl-3-iodo-propoxy)-ethenesulfinyl]-4-methyl-benzene

: 724755-53-7
(2S,5R)-2-Benzyloxymethyl-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan

Guidance literature:: With air; triethyl borane; tri-n-butyl-tin hydride; In hexane; toluene; at -20 ℃; for 0.5h;
DOI:10.1021/ol049676f

Reference yield:

: 724755-74-2
1-[(S)-(Z)-2-((S)-1-Benzyloxymethyl-3-iodo-propoxy)-ethenesulfinyl]-4-methyl-benzene

: (2S,5S)-2-Benzyloxymethyl-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan

: 724755-53-7
(2S,5R)-2-Benzyloxymethyl-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan

Guidance literature:: With air; triethyl borane; tri-n-butyl-tin hydride; In hexane; toluene; at -20 ℃; for 0.5h; Title compound not separated from byproducts;
DOI:10.1021/ol049676f

Reference yield:

: 100-39-0
benzyl bromide

: 724755-53-7
(2S,5R)-2-Benzyloxymethyl-5-((S)-toluene-4-sulfinylmethyl)-tetrahydro-furan

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / tetrahydrofuran

2.1: AcOH; H₂O; NaIO₄ / methanol

3.1: 84 percent / triethylamine / CH₂Cl₂ / 12 h / 0 °C

4.1: lithium hexamethyldisilazide / tetrahydrofuran / 1 h / -78 - -20 °C

4.2: 51 percent / tetrahydrofuran / -78 - -20 °C

5.1: 83 percent / NaI / acetone / 3 h / Heating

6.1: tributylstannane; triethylborane; air / toluene; hexane / 0.5 h / -20 °C

With sodium periodate; air; triethyl borane; water; tri-n-butyl-tin hydride; sodium hydride; acetic acid; triethylamine; sodium iodide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; acetone; toluene;
DOI:10.1021/ol049676f