methyl 4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronate dimethyl acetal

Base Information

Chemical Name:methyl 4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronate dimethyl acetal
CAS No.:466680-66-0
Molecular Formula:C₃₅H₄₈O₁₃
Molecular Weight:676.758
Hs Code.:

Synonyms:methyl 4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronate dimethyl acetal

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Chemical Property of methyl 4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronate dimethyl acetal

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Technology Process of methyl 4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronate dimethyl acetal

There total 7 articles about methyl 4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronate dimethyl acetal 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: 100.0%

: 466680-65-9
methyl 5-O-acetyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronate dimethyl acetal

: 466680-66-0
methyl 4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronate dimethyl acetal

Guidance literature:: With sodium methylate; In methanol;
DOI:10.1016/S0008-6215(02)00084-8

Reference yield:

: 264919-23-5
4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucose dimethyl acetal

: 466680-66-0
methyl 4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronate dimethyl acetal

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylammonium chloride / CH₂Cl₂ / 1.25 h / 20 °C

2.1: pyridine / 15 h / 20 °C

3.1: pyridinium tosylate / methanol / 0.5 h / 20 °C

4.1: 4 Angstroem MS; NMO; TPAP / 2 h / 20 °C

5.1: TEMPO; satd aq NaHCO₃/KBr; B₄NCl / 0.75 h / 0 °C

5.2: 80 percent / NaClO; satd aq NaCl; satd aq NaHCO₃ / 20 °C

6.1: 95 percent / ethyl acetate; diethyl ether

7.1: 100 percent / NaOMe / methanol

With pyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 Angstroem MS; sodium methylate; pyridinium p-toluenesulfonate; triethylamine hydrochloride; sodium hydrogencarbonate; potassium bromide; In methanol; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1016/S0008-6215(02)00084-8

Reference yield:

: 466680-61-5
Acetic acid (1S,2S)-2-((3aS,4R,6S,7R,7aS)-7-benzyloxy-4-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-formyl-ethyl ester

: 466680-66-0
methyl 4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronate dimethyl acetal

Guidance literature:: Multi-step reaction with 3 steps

1.1: TEMPO; satd aq NaHCO₃/KBr; B₄NCl / 0.75 h / 0 °C

1.2: 80 percent / NaClO; satd aq NaCl; satd aq NaHCO₃ / 20 °C

2.1: 95 percent / ethyl acetate; diethyl ether

3.1: 100 percent / NaOMe / methanol

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium methylate; sodium hydrogencarbonate; potassium bromide; In methanol; diethyl ether; ethyl acetate;
DOI:10.1016/S0008-6215(02)00084-8