Ethyl 3-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galacto-heptopyranoside

Base Information

Chemical Name:Ethyl 3-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galacto-heptopyranoside
CAS No.:128990-24-9
Molecular Formula:C₁₉H₂₈O₆
Molecular Weight:352.428
Hs Code.:

Synonyms:Ethyl 3-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galacto-heptopyranoside

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Chemical Property of Ethyl 3-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galacto-heptopyranoside

Chemical Property:

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Technology Process of Ethyl 3-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galacto-heptopyranoside

There total 26 articles about Ethyl 3-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galacto-heptopyranoside 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:

: 160706-48-9
1,2-O-Isopropylidene-3-O-(tetrahydropyran-2-yl)-L-threitol

: 128990-24-9
Ethyl 3-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galacto-heptopyranoside

Guidance literature:: Multi-step reaction with 11 steps

1: 96 percent / pyridine / 14 h / 10 °C

2: 83 percent / methanol / 24 h / Ambient temperature

3: 84 percent / pyridinium p-toluenesulfonate / methanol / 0.83 h / 50 °C

4: 94 percent / DMSO, dicyclohexylcarbodiimide, pyridinium trifluoracetate / 1,2-dimethoxy-ethane / 14 h / Ambient temperature

5: 85 percent / 2 h / 70 °C

6: 80 percent / Ba(OH)2 / H₂O / 0.08 h / Heating

7: 90 percent / pyridine / toluene / 14 h / 0 °C

8: 87 percent / 6 h / 75 °C

9: 1) NaH, H₂O 2) NaH / 1) DMF, 2h, -5 deg C 2) 24h, room temperature

10: 86 percent / W₂ Raney nickel / tetrahydrofuran / 2 h

11: 1) BH₃*THF 2) NaOH, H₂O₂ / 1) THF, 20h, 0 deg C 2) 1h, room temperature

With pyridine; barium dihydroxide; sodium hydroxide; borane-THF; W₂ Raney nickel; water; dihydrogen peroxide; pyridinium trifluroacetate; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; toluene;
DOI:10.1016/S0040-4020(01)97598-2

Reference yield:

: 160706-48-9
1,2-O-Isopropylidene-3-O-(tetrahydropyran-2-yl)-L-threitol

: 128990-24-9,129097-66-1
(2S,3S,4S,6S)-4-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-ethoxy-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 11 steps

1: 96 percent / pyridine / 14 h / 10 °C

2: 83 percent / methanol / 24 h / Ambient temperature

3: 84 percent / pyridinium p-toluenesulfonate / methanol / 0.83 h / 50 °C

4: 94 percent / DMSO, dicyclohexylcarbodiimide, pyridinium trifluoracetate / 1,2-dimethoxy-ethane / 14 h / Ambient temperature

5: 85 percent / 2 h / 70 °C

6: 80 percent / Ba(OH)2 / H₂O / 0.08 h / Heating

7: 90 percent / pyridine / toluene / 14 h / 0 °C

8: 87 percent / 6 h / 75 °C

9: 1) NaH, H₂O 2) NaH / 1) DMF, 2h, -5 deg C 2) 24h, room temperature

10: 86 percent / W₂ Raney nickel / tetrahydrofuran / 2 h

11: 1) BH₃*THF 2) NaOH, H₂O₂ / 1) THF, 20h, 0 deg C 2) 1h, room temperature

With pyridine; barium dihydroxide; sodium hydroxide; borane-THF; W₂ Raney nickel; water; dihydrogen peroxide; pyridinium trifluroacetate; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; toluene;
DOI:10.1016/S0040-4020(01)97598-2

Reference yield:

: 123487-66-1
Methyl 3,4-O-isopropylidene-2-O-(tetrahydropyran-2-yl)-L-threonate

: 128990-24-9
Ethyl 3-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galacto-heptopyranoside

Guidance literature:: Multi-step reaction with 12 steps

1: 87 percent / LiAlH₄ / diethyl ether / 10 h / Ambient temperature

2: 96 percent / pyridine / 14 h / 10 °C

3: 83 percent / methanol / 24 h / Ambient temperature

4: 84 percent / pyridinium p-toluenesulfonate / methanol / 0.83 h / 50 °C

5: 94 percent / DMSO, dicyclohexylcarbodiimide, pyridinium trifluoracetate / 1,2-dimethoxy-ethane / 14 h / Ambient temperature

6: 85 percent / 2 h / 70 °C

7: 80 percent / Ba(OH)2 / H₂O / 0.08 h / Heating

8: 90 percent / pyridine / toluene / 14 h / 0 °C

9: 87 percent / 6 h / 75 °C

10: 1) NaH, H₂O 2) NaH / 1) DMF, 2h, -5 deg C 2) 24h, room temperature

11: 86 percent / W₂ Raney nickel / tetrahydrofuran / 2 h

12: 1) BH₃*THF 2) NaOH, H₂O₂ / 1) THF, 20h, 0 deg C 2) 1h, room temperature

With pyridine; barium dihydroxide; sodium hydroxide; lithium aluminium tetrahydride; borane-THF; W₂ Raney nickel; water; dihydrogen peroxide; pyridinium trifluroacetate; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; water; toluene;
DOI:10.1016/S0040-4020(01)97598-2