alpha-D-Cellobiose octaacetate

Base Information

• Chemical Name: alpha-D-Cellobiose octaacetate
• CAS No.: 5346-90-7
• Molecular Formula: C28H38O19
• Molecular Weight: 678.598
• Hs Code.: 29400090
• European Community (EC) Number: 226-304-5
• Nikkaji Number: J1.219.637G
• Mol file: 5346-90-7.mol

Synonyms:Cellobiose,octaacetate, a-D-(8CI);a-D-Glucopyranose, 4-O-(2,3,4,6-tetra-O-acetyl-b-D-glucopyranosyl)-, tetraacetate(9CI);NSC 1221;NSC 1696;Octa-O-acetyl-a-D-cellobiose;Octaacetyl-a-cellobiose;a-Cellobiopyranose octaacetate;a-Cellobiose octaacetate;a-D-Cellobiose octaacetate;

Chemical Property of alpha-D-Cellobiose octaacetate

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 1.64E-18mmHg at 25°C
• Melting Point: 225-232 °C
• Refractive Index: 40 ° (C=6, CHCl3)
• Boiling Point: 683.055 °C at 760 mmHg
• Flash Point: 281.178 °C
• PSA: 238.09000
• Density: 1.37 g/cm³
• LogP: -0.83080
• Storage Temp.: -20°C Freezer
• Solubility.: chloroform: 0.1 g/mL, clear, colorless to faintly brownish-
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 19
• Rotatable Bond Count: 20
• Exact Mass: 678.20072898
• Heavy Atom Count: 47
• Complexity: 1200

Purity/Quality:

99% ^*data from raw suppliers

α-D-Cellobiose octaacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OCC1C(C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C)OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC(=O)C)OC(=O)C)OC(=O)C)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of alpha-D-Cellobiose octaacetate

There total 1 articles about alpha-D-Cellobiose octaacetate 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:

acetic anhydride (108-24-7) + syringic aldehyde (134-96-3) + 2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide (4753-07-5,5160-10-1,14206-57-6,14227-66-8,14257-35-3,42385-75-1,67650-37-7,68682-05-3,69308-57-2,69349-74-2,70223-96-0,70223-97-1,71276-38-5,85248-99-3,118493-15-5,120575-76-0) → 4-acetoxy-3,5-dimethoxybenzaldehyde (53669-33-3) + 1,2,3,6,2',3',4',6'-octa-O-acetylmaltose (3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4,20880-60-8) + 3,5-Dimethoxy-4-4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy>benzaldehyde (141243-30-3)

Guidance literature:

With pyridine; sodium hydroxide; Yield given. Multistep reaction; 1) acetone, r.t., 2) 90 deg C, 50 min.;

DOI:10.1016/S0008-6215(00)90495-6

Reference yield: 95.0%

thiophenol (108-98-5) + 1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose (3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4) → phenyl 2,3,6-tri-O-acetyl-4-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside (5346-81-6,28022-14-2,28022-13-1)

Guidance literature:

With molybdenium(VI) dioxodichloride; In dichloromethane; at 20 ℃; for 14h;

DOI:10.1021/ol062375g

Reference yield: 95.0%

para-thiocresol (106-45-6) + 1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose (3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4) → p-Tolyl O-(2,3,4,6,-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranoside (29019-41-8)

Guidance literature:

With zirconium(IV) chloride; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1080/00397919908085987

upstream raw materials:

acetic anhydride

syringic aldehyde

2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide

Downstream raw materials:

4-nitrophenyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tetra-O-acetyl-β-D-glucopyranoside

phenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tri-O-acetyl-α-D-glucopyranoside

phenyl-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranoside]

O²,O³,O⁶-Triacetyl-O⁴-(tetra-O-acetyl-β-D-galactopyranosyl)-D-glucose

Refernces