2-O-Acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilylglucopyranosyl chloride

Base Information

Chemical Name:2-O-Acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilylglucopyranosyl chloride
CAS No.:97576-48-2
Molecular Formula:C₃₄H₄₁ClO₆Si
Molecular Weight:609.234
Hs Code.:
DSSTox Substance ID:DTXSID10913814
Wikidata:Q82884503
Mol file:97576-48-2.mol

Synonyms:2-AABBSG;2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilylglucopyranosyl chloride;beta-D-glucopyranosyl of 2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilylglucopyranosyl chloride

Suppliers and Price of 2-O-Acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilylglucopyranosyl chloride

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 3 raw suppliers

Chemical Property of 2-O-Acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilylglucopyranosyl chloride

Chemical Property:

Vapor Pressure:9.5E-16mmHg at 25°C
Boiling Point:629.3°C at 760 mmHg
Flash Point:334.4°C
PSA：63.22000
Density:1.16g/cm³
LogP:5.61500
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:14
Exact Mass:608.2360933
Heavy Atom Count:42
Complexity:812

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)OC1C(C(C(OC1Cl)CO[Si](C2=CC=CC=C2)(C3=CC=CC=C3)C(C)(C)C)OCC4=CC=CC=C4)OCC=C
Isomeric SMILES:CC(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1Cl)CO[Si](C2=CC=CC=C2)(C3=CC=CC=C3)C(C)(C)C)OCC4=CC=CC=C4)OCC=C

Technology Process of 2-O-Acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilylglucopyranosyl chloride

There total 8 articles about 2-O-Acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilylglucopyranosyl chloride 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: 78.0%

: 97576-46-0,97576-47-1
2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-D-glucopyranose

: 97576-48-2,97576-49-3
2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-D-glucopyranosyl chloride

Guidance literature:: With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1016/0008-6215(85)85203-4

Reference yield:

: 97673-01-3
1,2-O-<1-(exo-ethoxy)ethylidene>-α-D-glucopyranose

: 97576-48-2,97576-49-3
2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-D-glucopyranosyl chloride

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) bis(tributyl)tin oxide; 2.) Bu₄NBr / 1.) toluene, reflux, 3 h; 2.) RT, 24 h;

2: 74 percent / silver oxide / dimethylformamide / 4 h / Ambient temperature

3: 82 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / Ambient temperature

4: 95 percent / cation-exchange resin (H⁺) / ethanol; H₂O / 0.25 h / Ambient temperature

5: 78 percent / SOCl₂ / dimethylformamide; CH₂Cl₂ / Ambient temperature

With barium dihydroxide; thionyl chloride; cation-exchange resin (H⁺); tetrabutylammomium bromide; bis(tri-n-butyltin)oxide; barium(II) oxide; silver(l) oxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(85)85203-4

Reference yield:

: 100-39-0
benzyl bromide

: 97576-48-2,97576-49-3
2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-D-glucopyranosyl chloride

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / Ambient temperature

2: 95 percent / cation-exchange resin (H⁺) / ethanol; H₂O / 0.25 h / Ambient temperature

3: 78 percent / SOCl₂ / dimethylformamide; CH₂Cl₂ / Ambient temperature

With barium dihydroxide; thionyl chloride; cation-exchange resin (H⁺); barium(II) oxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(85)85203-4