2-(trimethylsilyl)ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:281658-09-1
Molecular Formula:C₂₉H₃₅NO₇Si
Molecular Weight:537.685
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Suppliers and Price of 2-(trimethylsilyl)ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

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 2-(trimethylsilyl)ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 2-(trimethylsilyl)ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 1 articles about 2-(trimethylsilyl)ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-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: 29.0%

: 106-95-6
allyl bromide

: 174392-90-6
2-(trimethylsilyl)ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 281658-09-1
2-(trimethylsilyl)ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

allyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 7h;
DOI:10.1016/S0008-6215(00)00011-2

Reference yield:

: 281658-09-1
2-(trimethylsilyl)ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 281658-14-8
2-(trimethylsilyl)ethyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->3)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / AcOH / H₂O / 2 h / 80 °C

2: 55 percent / NaH / dimethylformamide

3: 54 percent / PdCl₂ / methanol / 4 h / 25 °C

4: 90 percent / MS 4 Angstroem; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂ / 18 h / 20 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; MS 4 Angstroem; sodium hydride; acetic acid; palladium dichloride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Hydrolysis / 2: benzylation / 3: ether cleavage / 4: glycosylation;
DOI:10.1016/S0008-6215(00)00011-2

Reference yield:

: 281658-09-1
2-(trimethylsilyl)ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: Acetic acid (2S,3S,4S,5R,6R)-5-acetoxy-4-benzyloxy-2-[(2R,3S,4R,5R,6R)-3-benzyloxy-2-benzyloxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / AcOH / H₂O / 2 h / 80 °C

2: 55 percent / NaH / dimethylformamide

3: 54 percent / PdCl₂ / methanol / 4 h / 25 °C

4: 90 percent / MS 4 Angstroem; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂ / 18 h / 20 °C

5: 68 percent / NaBH₃CN; MS 3 Angstroem; HCl in ether / tetrahydrofuran / 0.08 h / 0 °C

6: pyridine

With hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; MS 3 Angstroem; MS 4 Angstroem; sodium hydride; sodium cyanoborohydride; acetic acid; palladium dichloride; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Hydrolysis / 2: benzylation / 3: ether cleavage / 4: glycosylation / 5: Reduction / 6: Acetylation;
DOI:10.1016/S0008-6215(00)00011-2