methyl (2S,6R)-(cis-6-tosyloxymethyltetrahydropyran-2-yl)acetate

Base Information

Chemical Name:methyl (2S,6R)-(cis-6-tosyloxymethyltetrahydropyran-2-yl)acetate
CAS No.:111842-47-8
Molecular Formula:C₁₆H₂₂O₆S
Molecular Weight:342.413
Hs Code.:

Synonyms:

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Chemical Property of methyl (2S,6R)-(cis-6-tosyloxymethyltetrahydropyran-2-yl)acetate

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Technology Process of methyl (2S,6R)-(cis-6-tosyloxymethyltetrahydropyran-2-yl)acetate

There total 11 articles about methyl (2S,6R)-(cis-6-tosyloxymethyltetrahydropyran-2-yl)acetate 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:

: 111842-48-9
cis-2,6-dicarbomethoxytetrahydropyran

: 111842-47-8
methyl (2S,6R)-(cis-6-tosyloxymethyltetrahydropyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

2: 96 percent / pyridine / tetrahydrofuran / 1 h

3: KH₂PO₄, NaCl, CaCl₂, NaOH / porcine pancreatic lipase / 9 h / 25 °C

4: 94 percent / CrO₃ / acetone / 0.25 h / 20 °C

5: oxalyl chloride / benzene / 2 h / 20 °C

6: Et₃N / diethyl ether / 1 h / 20 °C

7: 42 percent / Et₃N / silver benzoate / methanol / 0.75 h / Heating

8: p-TsOH / methanol / 24 h / Heating

9: pyridine / 20 h / 0 - 5 °C

With pyridine; chromium(VI) oxide; sodium hydroxide; potassium dihydrogenphosphate; lithium aluminium tetrahydride; oxalyl dichloride; toluene-4-sulfonic acid; triethylamine; sodium chloride; calcium chloride; porcine pancreatic lipase; silver benzoate; In tetrahydrofuran; methanol; diethyl ether; acetone; benzene;

Reference yield:

: 111842-49-0
(6-hydroxymethyltetrahydro-pyran-2-yl)-methanol

: 111842-47-8
methyl (2S,6R)-(cis-6-tosyloxymethyltetrahydropyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / pyridine / tetrahydrofuran / 1 h

2: KH₂PO₄, NaCl, CaCl₂, NaOH / porcine pancreatic lipase / 9 h / 25 °C

3: 94 percent / CrO₃ / acetone / 0.25 h / 20 °C

4: oxalyl chloride / benzene / 2 h / 20 °C

5: Et₃N / diethyl ether / 1 h / 20 °C

6: 42 percent / Et₃N / silver benzoate / methanol / 0.75 h / Heating

7: p-TsOH / methanol / 24 h / Heating

8: pyridine / 20 h / 0 - 5 °C

With pyridine; chromium(VI) oxide; sodium hydroxide; potassium dihydrogenphosphate; oxalyl dichloride; toluene-4-sulfonic acid; triethylamine; sodium chloride; calcium chloride; porcine pancreatic lipase; silver benzoate; In tetrahydrofuran; methanol; diethyl ether; acetone; benzene;

Reference yield:

: 23047-07-6
4H-pyran-2,6-dicarboxylic acid

: 111842-47-8
methyl (2S,6R)-(cis-6-tosyloxymethyltetrahydropyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 11 steps

1: 84 percent / cc. H₂SO₄ / methanol / 3 h / Heating

2: 82 percent / hydrogen / 5percent Rh-C / methanol / 4 h / 2585.7 Torr

3: 85 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

4: 96 percent / pyridine / tetrahydrofuran / 1 h

5: KH₂PO₄, NaCl, CaCl₂, NaOH / porcine pancreatic lipase / 9 h / 25 °C

6: 94 percent / CrO₃ / acetone / 0.25 h / 20 °C

7: oxalyl chloride / benzene / 2 h / 20 °C

8: Et₃N / diethyl ether / 1 h / 20 °C

9: 42 percent / Et₃N / silver benzoate / methanol / 0.75 h / Heating

10: p-TsOH / methanol / 24 h / Heating

11: pyridine / 20 h / 0 - 5 °C

With pyridine; chromium(VI) oxide; sodium hydroxide; potassium dihydrogenphosphate; lithium aluminium tetrahydride; oxalyl dichloride; sulfuric acid; hydrogen; toluene-4-sulfonic acid; triethylamine; sodium chloride; calcium chloride; porcine pancreatic lipase; Rh on carbon; silver benzoate; In tetrahydrofuran; methanol; diethyl ether; acetone; benzene;