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

Base Information

Chemical Name:4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronic acid dimethyl acetal
CAS No.:466680-63-7
Molecular Formula:C₃₄H₄₆O₁₃
Molecular Weight:662.731
Hs Code.:

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

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

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

There total 6 articles about 4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronic acid 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%

: 466680-62-6
5-O-acetyl-4-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronic acid dimethyl acetal

: 466680-63-7
4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronic acid 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

: 466680-63-7
4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronic acid dimethyl acetal

Guidance literature:: Multi-step reaction with 6 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: 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; dichloromethane;
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

: 466680-63-7
4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-2,3-O-isopropylidene-aldehydo-D-glucuronic acid dimethyl acetal

Guidance literature:: Multi-step reaction with 2 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: 100 percent / NaOMe / methanol

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