Toluene-4-sulfonic acid (2R,3S,4S,5S)-2-benzyloxymethyl-4-fluoro-5-methoxy-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2R,3S,4S,5S)-2-benzyloxymethyl-4-fluoro-5-methoxy-tetrahydro-furan-3-yl ester
CAS No.:173676-14-7
Molecular Formula:C₂₀H₂₃FO₆S
Molecular Weight:410.463
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2R,3S,4S,5S)-2-benzyloxymethyl-4-fluoro-5-methoxy-tetrahydro-furan-3-yl ester

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Chemical Property of Toluene-4-sulfonic acid (2R,3S,4S,5S)-2-benzyloxymethyl-4-fluoro-5-methoxy-tetrahydro-furan-3-yl ester

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Technology Process of Toluene-4-sulfonic acid (2R,3S,4S,5S)-2-benzyloxymethyl-4-fluoro-5-methoxy-tetrahydro-furan-3-yl ester

There total 2 articles about Toluene-4-sulfonic acid (2R,3S,4S,5S)-2-benzyloxymethyl-4-fluoro-5-methoxy-tetrahydro-furan-3-yl ester 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: 96.0%

: 98-59-9
p-toluenesulfonyl chloride

: 168554-40-3
methyl 5-O-benzyl-2-deoxy-2-fluoro-α-D-lyxofuranoside

: 173676-14-7
Toluene-4-sulfonic acid (2R,3S,4S,5S)-2-benzyloxymethyl-4-fluoro-5-methoxy-tetrahydro-furan-3-yl ester

Guidance literature:: With pyridine; at 20 ℃; for 18h;
DOI:10.1016/0008-6215(95)00230-8

Reference yield:

: (2R,5S)-2-Benzyloxymethyl-4-fluoro-5-methoxy-dihydro-furan-3-one

: 173676-14-7
Toluene-4-sulfonic acid (2R,3S,4S,5S)-2-benzyloxymethyl-4-fluoro-5-methoxy-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 22 percent / NaBH₄ / ethanol / 20 h / 20 °C

2: 96 percent / pyridine / 18 h / 20 °C

With pyridine; sodium tetrahydroborate; In ethanol;
DOI:10.1016/0008-6215(95)00230-8

Reference yield:

: 173676-14-7
Toluene-4-sulfonic acid (2R,3S,4S,5S)-2-benzyloxymethyl-4-fluoro-5-methoxy-tetrahydro-furan-3-yl ester

: (2R,4R,5S)-2-Benzyloxymethyl-4-fluoro-5-methoxy-dihydro-furan-3-one

Guidance literature:: Multi-step reaction with 3 steps

1: dimethylsulfoxide / 0.5 h / Heating

2: methanol. NH₃ / 48 h / 20 °C

3: Me₂SO, Ac₂O / 20 h / 20 °C

With ammonia; acetic anhydride; dimethyl sulfoxide; In dimethyl sulfoxide;
DOI:10.1016/0008-6215(95)00230-8