Toluene-4-sulfonic acid (2R,3S,4R,5R,6R)-3,4-dihydroxy-6-methoxy-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-ylmethyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2R,3S,4R,5R,6R)-3,4-dihydroxy-6-methoxy-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-ylmethyl ester
CAS No.:804557-83-3
Molecular Formula:C₁₆H₂₀F₃NO₈S
Molecular Weight:443.398
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2R,3S,4R,5R,6R)-3,4-dihydroxy-6-methoxy-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Toluene-4-sulfonic acid (2R,3S,4R,5R,6R)-3,4-dihydroxy-6-methoxy-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Toluene-4-sulfonic acid (2R,3S,4R,5R,6R)-3,4-dihydroxy-6-methoxy-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-ylmethyl ester

There total 2 articles about Toluene-4-sulfonic acid (2R,3S,4R,5R,6R)-3,4-dihydroxy-6-methoxy-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-ylmethyl 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:

: 7139-63-1
1,3,4,6-tetra-O-acetyl-2-(trifluoroacetamido)-2-deoxy-β-D-glucopyranoside

: 804557-83-3
Toluene-4-sulfonic acid (2R,3S,4R,5R,6R)-3,4-dihydroxy-6-methoxy-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / BF₃*Et₂O / CH₂Cl₂ / 20 °C

2: NaOMe; MeOH / 0.17 h / 20 °C

3: 1800 mg / pyridine / 0 °C

With pyridine; methanol; boron trifluoride diethyl etherate; sodium methylate; In dichloromethane;
DOI:10.1021/ja045147v

Reference yield:

: 28719-32-6
methyl 3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-β-D-glucopyranoside

: 804557-83-3
Toluene-4-sulfonic acid (2R,3S,4R,5R,6R)-3,4-dihydroxy-6-methoxy-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: NaOMe; MeOH / 0.17 h / 20 °C

2: 1800 mg / pyridine / 0 °C

With pyridine; methanol; sodium methylate;
DOI:10.1021/ja045147v

Reference yield: 74.0%

: 804557-83-3
Toluene-4-sulfonic acid (2R,3S,4R,5R,6R)-3,4-dihydroxy-6-methoxy-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-ylmethyl ester

: 70008-11-6
(2R,3S,4R,5R,6R)-5-Amino-2-azidomethyl-6-methoxy-tetrahydro-pyran-3,4-diol

Guidance literature:: Toluene-4-sulfonic acid (2R,3S,4R,5R,6R)-3,4-dihydroxy-6-methoxy-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-ylmethyl ester; With sodium azide; In water; acetone; Heating;

With sodium hydroxide; at 20 ℃; for 0.333333h;
DOI:10.1021/ja045147v