isopropyl 2,5-anhydro-6-O-p-tolylsulfonyl-D-mannonate

Base Information

Chemical Name:isopropyl 2,5-anhydro-6-O-p-tolylsulfonyl-D-mannonate
CAS No.:485812-68-8
Molecular Formula:C₁₆H₂₂O₈S
Molecular Weight:374.412
Hs Code.:

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Chemical Property of isopropyl 2,5-anhydro-6-O-p-tolylsulfonyl-D-mannonate

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Technology Process of isopropyl 2,5-anhydro-6-O-p-tolylsulfonyl-D-mannonate

There total 10 articles about isopropyl 2,5-anhydro-6-O-p-tolylsulfonyl-D-mannonate 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: 62.0%

: 98-59-9
p-toluenesulfonyl chloride

: 485812-67-7
isopropyl 2,5-anhydro-D-mannonate

: 485812-68-8
isopropyl 2,5-anhydro-6-O-p-tolylsulfonyl-D-mannonate

Guidance literature:: With pyridine; 3 A molecular sieve; at -10 ℃; for 24h;
DOI:10.1039/b111258a

Reference yield:

: 65877-63-6,97590-76-6,99396-09-5,5531-09-9
3-O-benzyl-D-glucopyranose

: 485812-68-8
isopropyl 2,5-anhydro-6-O-p-tolylsulfonyl-D-mannonate

Guidance literature:: Multi-step reaction with 8 steps

1: 79 percent / Br₂; aq. BaCO₃ / 4 h / 20 °C

2: 80 percent / DL-camphor-iso-sulfonic acid / 17 h / 20 °C / pH 2

3: 86 percent / pyridine / CH₂Cl₂ / 2 h / -40 °C

4: 98 percent / HCl / 2 h / 20 °C

5: 89 percent / H₂ / 10 percent Pd/C / methanol / 17 h

6: aq. NaOH / 1 h / 20 °C

7: 10.1 g / H₂SO₄ / 14 h / 80 °C

8: 62 percent / 3 Angstroem molecular sieves; pyridine / 24 h / -10 °C

With pyridine; hydrogenchloride; sodium hydroxide; DL-10-camphorsulfonic acid; 3 A molecular sieve; sulfuric acid; hydrogen; bromine; barium carbonate; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1039/b111258a

Reference yield:

: 152388-99-3
3-O-benzyl-5,6-O-isopropylidene-2-O-trifluoromethylsulfonyl-D-glucono-1,4-lactone

: 485812-68-8
isopropyl 2,5-anhydro-6-O-p-tolylsulfonyl-D-mannonate

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / HCl / 2 h / 20 °C

2: 89 percent / H₂ / 10 percent Pd/C / methanol / 17 h

3: aq. NaOH / 1 h / 20 °C

4: 10.1 g / H₂SO₄ / 14 h / 80 °C

5: 62 percent / 3 Angstroem molecular sieves; pyridine / 24 h / -10 °C

With pyridine; hydrogenchloride; sodium hydroxide; 3 A molecular sieve; sulfuric acid; hydrogen; palladium on activated charcoal; In methanol;
DOI:10.1039/b111258a