Ethyl 3,4-di-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galactoheptopyranoside

Base Information

Chemical Name:Ethyl 3,4-di-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galactoheptopyranoside
CAS No.:128990-25-0
Molecular Formula:C₂₆H₃₄O₆
Molecular Weight:442.552
Hs Code.:

Synonyms:Ethyl 3,4-di-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galactoheptopyranoside

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Chemical Property of Ethyl 3,4-di-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galactoheptopyranoside

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Technology Process of Ethyl 3,4-di-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galactoheptopyranoside

There total 14 articles about Ethyl 3,4-di-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galactoheptopyranoside 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: 82.0%

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

: 100-39-0
benzyl bromide

: 128990-25-0
Ethyl 3,4-di-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galactoheptopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1016/S0040-4020(01)97598-2

Reference yield:

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

: 128990-25-0
Ethyl 3,4-di-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galactoheptopyranoside

Guidance literature:: Multi-step reaction with 12 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

12: 82 percent / NaH / dimethylformamide / 24 h / Ambient 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; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)97598-2

Reference yield:

: 128990-17-0
(4S)-4-<(Z)-3-Hydroxy-2-phenylthio-2-propenoyl>-2,2-dimethyl-1,3-dioxolane

: 128990-25-0
Ethyl 3,4-di-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galactoheptopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / pyridine / toluene / 14 h / 0 °C

2: 87 percent / 6 h / 75 °C

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

4: 86 percent / W₂ Raney nickel / tetrahydrofuran / 2 h

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

6: 82 percent / NaH / dimethylformamide / 24 h / Ambient temperature

With pyridine; sodium hydroxide; borane-THF; W₂ Raney nickel; water; dihydrogen peroxide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)97598-2