Benzyl <4-O-(4-O-sulfo-β-D-galactopyranosyl)-β-D-glucopyranosid>uronate, disodium salt

Base Information

Chemical Name:Benzyl <4-O-(4-O-sulfo-β-D-galactopyranosyl)-β-D-glucopyranosid>uronate, disodium salt
CAS No.:136597-53-0
Molecular Formula:C₁₉H₂₄O₁₅S*2Na
Molecular Weight:570.436
Hs Code.:

Synonyms:Benzyl <4-O-(4-O-sulfo-β-D-galactopyranosyl)-β-D-glucopyranosid>uronate, disodium salt

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Chemical Property of Benzyl <4-O-(4-O-sulfo-β-D-galactopyranosyl)-β-D-glucopyranosid>uronate, disodium salt

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Technology Process of Benzyl <4-O-(4-O-sulfo-β-D-galactopyranosyl)-β-D-glucopyranosid>uronate, disodium salt

There total 12 articles about Benzyl <4-O-(4-O-sulfo-β-D-galactopyranosyl)-β-D-glucopyranosid>uronate, disodium salt 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: 79.0%

: 136597-52-9
Methyl uronate triethylammonium salt

: 136597-53-0
Benzyl <4-O-(4-O-sulfo-β-D-galactopyranosyl)-β-D-glucopyranosid>uronate, disodium salt

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/0008-6215(91)84026-B

Reference yield:

: 18404-72-3
benzyl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside

: 136597-53-0
Benzyl <4-O-(4-O-sulfo-β-D-galactopyranosyl)-β-D-glucopyranosid>uronate, disodium salt

Guidance literature:: Multi-step reaction with 10 steps

1: 66 percent / ZnCl₂ / 48 h

2: 93 percent / imidazole / dimethylformamide / Ambient temperature

3: 85 percent / pyridine / Ambient temperature

4: 95 percent / Bu₄NF / tetrahydrofuran / 0.5 h / Ambient temperature

5: 1) CrO₃, pyridine 2) Ac₂O / 1) CH₂Cl₂, DMF, 10 min, r.t. 2) 18 h, r.t.

6: CF₃CO₂H / CH₂Cl₂ / 10 h / 0 °C

7: tetrahydrofuran; diethyl ether / 0.17 h / Ambient temperature

8: 94 percent / pyridine / CH₂Cl₂ / 72 h / Ambient temperature

9: 1) Me₃N*SO₃ 2) Et₃N / 1) DMF, 7 d, 60-70 deg C 2) toluene

10: 79 percent / 1M aq. NaOH / tetrahydrofuran / 0 °C

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium hydroxide; tetrabutyl ammonium fluoride; sulfur trioxide trimethylamine complex; acetic anhydride; triethylamine; trifluoroacetic acid; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(91)84026-B

Reference yield:

: 136235-43-3
Benzyl 4',6'-O-benzylidene-β-lactopyranoside

: 136597-53-0
Benzyl <4-O-(4-O-sulfo-β-D-galactopyranosyl)-β-D-glucopyranosid>uronate, disodium salt

Guidance literature:: Multi-step reaction with 9 steps

1: 93 percent / imidazole / dimethylformamide / Ambient temperature

2: 85 percent / pyridine / Ambient temperature

3: 95 percent / Bu₄NF / tetrahydrofuran / 0.5 h / Ambient temperature

4: 1) CrO₃, pyridine 2) Ac₂O / 1) CH₂Cl₂, DMF, 10 min, r.t. 2) 18 h, r.t.

5: CF₃CO₂H / CH₂Cl₂ / 10 h / 0 °C

6: tetrahydrofuran; diethyl ether / 0.17 h / Ambient temperature

7: 94 percent / pyridine / CH₂Cl₂ / 72 h / Ambient temperature

8: 1) Me₃N*SO₃ 2) Et₃N / 1) DMF, 7 d, 60-70 deg C 2) toluene

9: 79 percent / 1M aq. NaOH / tetrahydrofuran / 0 °C

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium hydroxide; tetrabutyl ammonium fluoride; sulfur trioxide trimethylamine complex; acetic anhydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(91)84026-B