Isopropyl 2,3,4,6-tetra-O-benzyl-b-D-glucopyranoside

Base Information

• Chemical Name: Isopropyl 2,3,4,6-tetra-O-benzyl-b-D-glucopyranoside
• CAS No.: 114967-51-0
• Molecular Formula: C37H42 O6
• Molecular Weight: 582.737
• Hs Code.: 29400090
• DSSTox Substance ID: DTXSID10450294
• Nikkaji Number: J730.533H
• Wikidata: Q82269943
• Mol file: 114967-51-0.mol

Synonyms:114967-51-0;Isopropyl 2,3,4,6-tetra-O-benzyl-b-D-glucopyranoside;(2R,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-2-(phenylmethoxymethyl)-6-propan-2-yloxyoxane;beta-D-Glucopyranoside, 1-methylethyl 2,3,4,6-tetrakis-O-(phenylmethyl)-;Isopropyl 2 3 4 6-tetra-O-benzyl-beta-d&;DTXSID10450294;Isopropyl 2,3,4,6-tetra-O-benzyl-beta-D-glucopyranoside;FASXBSZVQKGFRE-KHKVHWIZSA-N;AKOS015889091;W-200869;Isopropyl 2,3,4,6-tetra-O-benzyl- beta -D-glucopyranoside;Isopropyl 2,3,4,6-tetra-O-benzyl-beta-D-glucopyranoside, 98%;Isopropyl 2-O,3-O,4-O,6-O-tetrabenzyl-beta-D-glucopyranoside;Propan-2-yl 2,3,4,6-tetra-O-benzyl-beta-D-glucopyranoside

Chemical Property of Isopropyl 2,3,4,6-tetra-O-benzyl-b-D-glucopyranoside

Chemical Property:

• Melting Point: 108-112 °C(lit.)
• PSA: 55.38000
• LogP: 7.10930
• Storage Temp.: 2-8°C
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 15
• Exact Mass: 582.29813906
• Heavy Atom Count: 43
• Complexity: 723

Purity/Quality:

99%, ^*data from raw suppliers

Isopropyl 2,3,4,6-tetra-O-benzyl-b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1C(C(C(C(O1)COCC2=CC=CC=C2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5
• Isomeric SMILES: CC(C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COCC2=CC=CC=C2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5

Technology Process of Isopropyl 2,3,4,6-tetra-O-benzyl-b-D-glucopyranoside

There total 162 articles about Isopropyl 2,3,4,6-tetra-O-benzyl-b-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: 97.0%

isopropyl alcohol (67-63-0,8013-70-5) + (BnO)4Gal-β-N-tosylcarbamate (343565-46-8) → isopropyl 2,3,4,6-tetra-O-benzyl-D-galactopyranoside (114967-50-9,114967-51-0,116113-69-0,116113-70-3,136984-89-9,136984-92-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In diethyl ether;

DOI:10.1021/ja005735i

Reference yield: 93.0%

2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl trichloroacetimidate (74808-09-6,83441-60-5,90357-89-4,90358-01-3,103368-01-0,103368-04-3,103368-06-5,104048-30-8,104048-33-1,132201-75-3,132748-02-8,114743-70-3) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl 2,3,4,6-tetra-O-benzyl-D-galactopyranoside (114967-50-9,114967-51-0,116113-69-0,116113-70-3,136984-89-9,136984-92-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; at 20 ℃; for 0.333333h;

DOI:10.1021/jo050704x

Reference yield: 90.0%

isopropyl alcohol (67-63-0,8013-70-5) + (BnO)4Gal-β-N,N-(cyanomethyl)tosylcarbamate (343565-48-0) → isopropyl 2,3,4,6-tetra-O-benzyl-D-galactopyranoside (114967-50-9,114967-51-0,116113-69-0,116113-70-3,136984-89-9,136984-92-4)

Guidance literature:

With trifluorormethanesulfonic acid;

DOI:10.1021/ja005735i

upstream raw materials:

isopropyl alcohol

(BnO)4Gal-β-N-tosylcarbamate

(BnO)4Gal-β-N,N-(methyl)tosylcarbamate

(BnO)4Gal-β-N,N-(cyanomethyl)tosylcarbamate

Downstream raw materials:

1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose

2,3,4,6-tetra-O-benzyl-D-glucopyranose

2,3,4,6-tetra-O-benzyl-D-glucopyranoside