(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl) 2-deoxy-3,4:6,7-di-O-isopropylidene-5-O-pivaloyl-D-manno-heptonate

Base Information

Chemical Name:(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl) 2-deoxy-3,4:6,7-di-O-isopropylidene-5-O-pivaloyl-D-manno-heptonate
CAS No.:131456-52-5
Molecular Formula:C₄₆H₆₀O₁₃
Molecular Weight:820.975
Hs Code.:

Synonyms:(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl) 2-deoxy-3,4:6,7-di-O-isopropylidene-5-O-pivaloyl-D-manno-heptonate

Suppliers and Price of (methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl) 2-deoxy-3,4:6,7-di-O-isopropylidene-5-O-pivaloyl-D-manno-heptonate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl) 2-deoxy-3,4:6,7-di-O-isopropylidene-5-O-pivaloyl-D-manno-heptonate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl) 2-deoxy-3,4:6,7-di-O-isopropylidene-5-O-pivaloyl-D-manno-heptonate

There total 6 articles about (methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl) 2-deoxy-3,4:6,7-di-O-isopropylidene-5-O-pivaloyl-D-manno-heptonate 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: 86.0%

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 131444-71-8
2-deoxy-3,4:6,7-di-O-isopropylidene-5-O-pivaloyl-D-manno-heptonic acid

: 131456-52-5
(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl) 2-deoxy-3,4:6,7-di-O-isopropylidene-5-O-pivaloyl-D-manno-heptonate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; for 1h; Ambient temperature;
DOI:10.1016/S0040-4039(00)97952-8

Reference yield:

: 7757-38-2,14131-84-1,23262-78-4,27108-13-0,33823-04-0,34685-42-2,57819-52-0,78039-08-4,78039-12-0,78964-16-6,94842-76-9,149342-31-4
2,3,5,6-di-O-isopropylidene-D-mannofuranose

: 131456-52-5
(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl) 2-deoxy-3,4:6,7-di-O-isopropylidene-5-O-pivaloyl-D-manno-heptonate

Guidance literature:: Multi-step reaction with 5 steps

1: 71 percent / n-BuLi / tetrahydrofuran; hexane / 15 h / 20 °C

2: 98 percent / pyridine, DMAP / 32 h / Ambient temperature

3: 1) 9-BBN, 2) 25percent H₂O₂, NaOH / 1) THF, 0 deg C to rt, 2 h, 2) THF, H₂O, 0 deg C

4: RuCl₃*H₂O, NaIO₄ / CCl₄; acetonitrile; H₂O / 1 h / Ambient temperature

5: 78 percent / DCC, DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; dmap; ruthenium trichloride; sodium hydroxide; sodium periodate; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; dihydrogen peroxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00041a017

Reference yield:

: 3282-30-2
pivaloyl chloride

: 131456-52-5
(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl) 2-deoxy-3,4:6,7-di-O-isopropylidene-5-O-pivaloyl-D-manno-heptonate

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / pyridine, DMAP / 32 h / Ambient temperature

2: 1) 9-BBN, 2) 25percent H₂O₂, NaOH / 1) THF, 0 deg C to rt, 2 h, 2) THF, H₂O, 0 deg C

3: RuCl₃*H₂O, NaIO₄ / CCl₄; acetonitrile; H₂O / 1 h / Ambient temperature

4: 78 percent / DCC, DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; dmap; ruthenium trichloride; sodium hydroxide; sodium periodate; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; dicyclohexyl-carbodiimide; In tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00041a017