2-O-trifluoromethanesulfonyl-3,4-O-isopropylidene-5-O-p-methoxyphenyl-L-methylxylonate

Base Information

Chemical Name:2-O-trifluoromethanesulfonyl-3,4-O-isopropylidene-5-O-p-methoxyphenyl-L-methylxylonate
CAS No.:248253-75-0
Molecular Formula:C₁₇H₂₁F₃O₉S
Molecular Weight:458.41
Hs Code.:

Synonyms:2-O-trifluoromethanesulfonyl-3,4-O-isopropylidene-5-O-p-methoxyphenyl-L-methylxylonate

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Chemical Property of 2-O-trifluoromethanesulfonyl-3,4-O-isopropylidene-5-O-p-methoxyphenyl-L-methylxylonate

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Technology Process of 2-O-trifluoromethanesulfonyl-3,4-O-isopropylidene-5-O-p-methoxyphenyl-L-methylxylonate

There total 7 articles about 2-O-trifluoromethanesulfonyl-3,4-O-isopropylidene-5-O-p-methoxyphenyl-L-methylxylonate 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%

: 358-23-6
trifluoromethylsulfonic anhydride

: 248253-72-7
3,4-O-isopropylidene-5-O-p-methoxyphenyl-L-methyl xylonate

: 248253-75-0
2-O-trifluoromethanesulfonyl-3,4-O-isopropylidene-5-O-p-methoxyphenyl-L-methylxylonate

Guidance literature:: With pyridine; In dichloromethane; at -15 ℃; for 0.75h;
DOI:10.1080/00397919908086024

Reference yield:

: 4258-08-6
2,3-O-isopropylidene-L-threose diethyl mercaptal

: 248253-75-0
2-O-trifluoromethanesulfonyl-3,4-O-isopropylidene-5-O-p-methoxyphenyl-L-methylxylonate

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 30 h / Heating

2: 95 percent / HgO; HgCl₂ / H₂O; acetone / 3 h / 20 °C

3: 41 mg / n-BuLi / tetrahydrofuran / 2 h / -70 °C

4: HgO; HgCl₂ / H₂O / 3 h / 20 °C

5: 90 percent / Py / CH₂Cl₂ / 0.75 h / -15 °C

With pyridine; n-butyllithium; triphenylphosphine; mercury dichloride; mercury(II) oxide; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; acetone; 1: Etherification / 2: Hydrolysis / 3: Condensation / 4: Esterification / 5: Substitution;
DOI:10.1080/00397919908086024

Reference yield:

: 53872-72-3
2,3-O-isopropylidene-L-arabinose diethyl mercaptal

: 248253-75-0
2-O-trifluoromethanesulfonyl-3,4-O-isopropylidene-5-O-p-methoxyphenyl-L-methylxylonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaIO₄; Hydrion / methanol / 0.75 h / pH 6.4

1.2: 77 percent / NaBH₄ / methanol / 1 h

2.1: 99 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 30 h / Heating

3.1: 95 percent / HgO; HgCl₂ / H₂O; acetone / 3 h / 20 °C

4.1: 41 mg / n-BuLi / tetrahydrofuran / 2 h / -70 °C

5.1: HgO; HgCl₂ / H₂O / 3 h / 20 °C

6.1: 90 percent / Py / CH₂Cl₂ / 0.75 h / -15 °C

With pyridine; sodium periodate; n-butyllithium; Hydrion; triphenylphosphine; mercury dichloride; mercury(II) oxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; acetone; 1.1: Oxidation / 1.2: Reduction / 2.1: Etherification / 3.1: Hydrolysis / 4.1: Condensation / 5.1: Esterification / 6.1: Substitution;
DOI:10.1080/00397919908086024