1L-(1,2,4/3,5)-1-O-(methylsulfonyl)-5-nitro-1,2,3,4-cyclohexanetetrol-2,3,4-triacetate

Base Information

Chemical Name:1L-(1,2,4/3,5)-1-O-(methylsulfonyl)-5-nitro-1,2,3,4-cyclohexanetetrol-2,3,4-triacetate
CAS No.:112968-20-4
Molecular Formula:C₁₃H₁₉NO₁₁S
Molecular Weight:397.36
Hs Code.:

Synonyms:

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Chemical Property of 1L-(1,2,4/3,5)-1-O-(methylsulfonyl)-5-nitro-1,2,3,4-cyclohexanetetrol-2,3,4-triacetate

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Technology Process of 1L-(1,2,4/3,5)-1-O-(methylsulfonyl)-5-nitro-1,2,3,4-cyclohexanetetrol-2,3,4-triacetate

There total 14 articles about 1L-(1,2,4/3,5)-1-O-(methylsulfonyl)-5-nitro-1,2,3,4-cyclohexanetetrol-2,3,4-triacetate 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:

: 35988-91-1
1,2-dideoxy-1-nitro-D-manno-heptitol

: 112929-34-7,112968-20-4
1L-(1,2/3,4,5)-1-O-(methylsulfonyl)-5-nitro-1,2,3,4-cyclohexanetetrol-2,3,4-triacetate

Guidance literature:: Multi-step reaction with 7 steps

1: 81 percent / CuSO₄, conc. H₂SO₄ / acetone / 20 h / Ambient temperature

2: 76 percent / pyridine / 1.5 h / 0 °C

3: 92 percent / 90 percent trifluoroacetic acid / toluene / 0.5 h / -20 °C / in two repeated steps

4: sodium metaperiodate / H₂O / 0.25 h / with ice-cooling

5: NaOCH₃ / methanol / 0.5 h / 25 °C

6: 1 M HCl / methanol / 1.) room temp., overnight, 2.) 60 deg C, 2 min

7: BF₃-Et₂O / 1 h / Ambient temperature

With hydrogenchloride; sodium periodate; sulfuric acid; boron trifluoride diethyl etherate; sodium methylate; copper(II) sulfate; trifluoroacetic acid; In pyridine; methanol; water; acetone; toluene;
DOI:10.1139/v87-246

Reference yield:

: 35988-91-1
1,2-dideoxy-1-nitro-D-manno-heptitol

: 112929-34-7,112968-20-4
1L-(1,2,4/3,5)-1-O-(methylsulfonyl)-5-nitro-1,2,3,4-cyclohexanetetrol-2,3,4-triacetate

Guidance literature:: Multi-step reaction with 7 steps

1: 81 percent / CuSO₄, conc. H₂SO₄ / acetone / 20 h / Ambient temperature

2: 76 percent / pyridine / 1.5 h / 0 °C

3: 92 percent / 90 percent trifluoroacetic acid / toluene / 0.5 h / -20 °C / in two repeated steps

4: sodium metaperiodate / H₂O / 0.25 h / with ice-cooling

5: 70 percent / NaOCH₃ / methanol / 0.5 h / 25 °C

6: 90 percent trifluoroacetic acid / diethyl ether / 3 h / Heating

7: BF₃-Et₂O / neat (no solvent) / Ambient temperature

With sodium periodate; sulfuric acid; boron trifluoride diethyl etherate; sodium methylate; copper(II) sulfate; trifluoroacetic acid; In pyridine; methanol; diethyl ether; water; acetone; toluene;
DOI:10.1139/v87-246

Reference yield:

: 112929-29-0
1,2-dideoxy-4,5;6,7-di-O-isopropylidene-1-nitro-D-manno-heptitol

: 112929-34-7,112968-20-4
1L-(1,2/3,4,5)-1-O-(methylsulfonyl)-5-nitro-1,2,3,4-cyclohexanetetrol-2,3,4-triacetate

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / pyridine / 1.5 h / 0 °C

2: 92 percent / 90 percent trifluoroacetic acid / toluene / 0.5 h / -20 °C / in two repeated steps

3: sodium metaperiodate / H₂O / 0.25 h / with ice-cooling

4: NaOCH₃ / methanol / 0.5 h / 25 °C

5: 1 M HCl / methanol / 1.) room temp., overnight, 2.) 60 deg C, 2 min

6: BF₃-Et₂O / 1 h / Ambient temperature

With hydrogenchloride; sodium periodate; boron trifluoride diethyl etherate; sodium methylate; trifluoroacetic acid; In pyridine; methanol; water; toluene;
DOI:10.1139/v87-246