methyl 2,3,6-tri-O-benzyl-4-O-(2,6-anhydro-5-C-benzyloxycarbonyl-3-O-methyl-β-D-mannopyranosyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2,3,6-tri-O-benzyl-4-O-(2,6-anhydro-5-C-benzyloxycarbonyl-3-O-methyl-β-D-mannopyranosyl)-α-D-glucopyranoside
CAS No.:202648-92-8
Molecular Formula:C₄₃H₄₈O₁₂
Molecular Weight:756.847
Hs Code.:

Synonyms:methyl 2,3,6-tri-O-benzyl-4-O-(2,6-anhydro-5-C-benzyloxycarbonyl-3-O-methyl-β-D-mannopyranosyl)-α-D-glucopyranoside

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Chemical Property of methyl 2,3,6-tri-O-benzyl-4-O-(2,6-anhydro-5-C-benzyloxycarbonyl-3-O-methyl-β-D-mannopyranosyl)-α-D-glucopyranoside

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Technology Process of methyl 2,3,6-tri-O-benzyl-4-O-(2,6-anhydro-5-C-benzyloxycarbonyl-3-O-methyl-β-D-mannopyranosyl)-α-D-glucopyranoside

There total 15 articles about methyl 2,3,6-tri-O-benzyl-4-O-(2,6-anhydro-5-C-benzyloxycarbonyl-3-O-methyl-β-D-mannopyranosyl)-α-D-glucopyranoside 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: 80.0%

: 100-39-0
benzyl bromide

: 202648-91-7
methyl 2,3,6-tri-O-Benzyl-4-O-(2,6-anhydro-3-O-methyl-5-C-vinyl-β-D-mannopyranosyl)-α-D-glucopyranoside

: 202648-92-8
methyl 2,3,6-tri-O-benzyl-4-O-(2,6-anhydro-5-C-benzyloxycarbonyl-3-O-methyl-β-D-mannopyranosyl)-α-D-glucopyranoside

Guidance literature:: methyl 2,3,6-tri-O-Benzyl-4-O-(2,6-anhydro-3-O-methyl-5-C-vinyl-β-D-mannopyranosyl)-α-D-glucopyranoside; With dimethylsulfide; ozone; In dichloromethane; at -78 ℃;

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at 20 ℃; for 16h;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
DOI:10.1002/1521-3773(20010504)40:9<1670::AID-ANIE16700>3.0.CO;2-Q

Reference yield:

: 100-39-0
benzyl bromide

: (1R,3R,4S,7S,8S)-3-((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-7-hydroxy-8-methoxy-2,5-dioxa-bicyclo[2.2.2]octane-1-carboxylic acid

: 202648-92-8
methyl 2,3,6-tri-O-benzyl-4-O-(2,6-anhydro-5-C-benzyloxycarbonyl-3-O-methyl-β-D-mannopyranosyl)-α-D-glucopyranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
DOI:10.1002/1521-3765(20011119)7:22<4821::AID-CHEM4821>3.0.CO;2-N

Reference yield:

: 202648-87-1
methyl 2,3,6-tri-O-Benzyl-4-O-(4,6-O-isopropylidene-3-O-methyl-5-C-vinyl-β-D-mannopyranosyl)-α-D-gluco-pyranoside

: 202648-92-8
methyl 2,3,6-tri-O-benzyl-4-O-(2,6-anhydro-5-C-benzyloxycarbonyl-3-O-methyl-β-D-mannopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine / 3 h / 20 °C

2.1: 660 mg / aq. AcOH / 2 h / 60 °C

3.1: 80 percent / pyridine / 3 h / 20 °C

4.1: 70 percent / NaOH / ethanol / 3 h / 70 °C

5.1: O₃ / CH₂Cl₂

5.2: Me₂S / CH₂Cl₂

6.1: 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 16 h / 20 °C

7.1: 236 mg / Bu₄NI; KHCO₃ / dimethylformamide / 5 h / 20 °C

With pyridine; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetra-(n-butyl)ammonium iodide; potassium hydrogencarbonate; ozone; acetic acid; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1002/1521-3765(20011119)7:22<4821::AID-CHEM4821>3.0.CO;2-N