(5S)-3-benzyloxymethyl-5-[(4R)-2,2-dioxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline

Base Information

Chemical Name:(5S)-3-benzyloxymethyl-5-[(4R)-2,2-dioxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline
CAS No.:877463-67-7
Molecular Formula:C₁₃H₁₅NO₆S
Molecular Weight:313.331
Hs Code.:

Synonyms:(5S)-3-benzyloxymethyl-5-[(4R)-2,2-dioxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline

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Chemical Property of (5S)-3-benzyloxymethyl-5-[(4R)-2,2-dioxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline

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Technology Process of (5S)-3-benzyloxymethyl-5-[(4R)-2,2-dioxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline

There total 4 articles about (5S)-3-benzyloxymethyl-5-[(4R)-2,2-dioxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline 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: 82.0%

: 877463-65-5
(5S)-3-benzyloxymethyl-5-[(4R)-2-oxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline

: 877463-67-7
(5S)-3-benzyloxymethyl-5-[(4R)-2,2-dioxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline

Guidance literature:: With ruthenium(IV) oxide; sodium periodate; In water; acetonitrile; at 20 ℃; for 32h;
DOI:10.1021/jo0517388

Reference yield:

: 877463-63-3
(5S)-3-benzyloxymethyl-5-[(1R)-1,2-O-cyclohexylidene-1,2-dihydroxyethyl]-2-isoxazoline

: 877463-67-7
(5S)-3-benzyloxymethyl-5-[(4R)-2,2-dioxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / acetic acid / H₂O / 80 °C

2: 81 percent / pyridine; SOCl₂ / CH₂Cl₂ / 2 h / 0 - 20 °C

3: 82 percent / RuO₂; NaIO₄ / acetonitrile; H₂O / 32 h / 20 °C

With pyridine; ruthenium(IV) oxide; sodium periodate; thionyl chloride; acetic acid; In dichloromethane; water; acetonitrile;
DOI:10.1021/jo0517388

Reference yield:

: 87976-52-1
((2-nitroethoxy)methyl)benzene

: 877463-67-7
(5S)-3-benzyloxymethyl-5-[(4R)-2,2-dioxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline

Guidance literature:: Multi-step reaction with 4 steps

1: 52 percent / 1,4-phenylenediisocyanate; triethylamine / toluene / 42 h / Heating

2: 92 percent / acetic acid / H₂O / 80 °C

3: 81 percent / pyridine; SOCl₂ / CH₂Cl₂ / 2 h / 0 - 20 °C

4: 82 percent / RuO₂; NaIO₄ / acetonitrile; H₂O / 32 h / 20 °C

With pyridine; ruthenium(IV) oxide; sodium periodate; thionyl chloride; acetic acid; 1,4-diisocyanatobenzene; triethylamine; In dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/jo0517388