LacMP per OAc

Base Information

• Chemical Name: LacMP per OAc
• CAS No.: 160227-12-3
• Molecular Formula: C33H42O19
• Molecular Weight: 742.685
• DSSTox Substance ID: DTXSID40693677
• Wikidata: Q82622687
• Mol file: 160227-12-3.mol

Synonyms:LacMP per OAc;160227-12-3;[(2S,3R,4S,5S,6S)-4,5-diacetyloxy-6-(4-methoxyphenoxy)-3-[(2S,3S,4S,5S,6S)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate;4-Methoxyphenyl 4-O-(2,3,4,6-Tetra-O-acetyl-beta-D-galactopyranosyl)-2,3,6-tri-O-acetyl-beta-D-gluco;4-Methoxyphenyl 4-O-(2,3,4,6-Tetra-O-acetyl-beta-D-galactopyranosyl)-2,3,6-tri-O-acetyl-beta-D-glucopyranoside;Gal[2346Ac]beta(1-4)Glc[236Ac]-beta-MP;DTXSID40693677;M1694;4-Methoxyphenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-alpha-L-allopyranosyl)-alpha-L-gulopyranoside

Chemical Property of LacMP per OAc

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 738.9°C at 760 mmHg
• Flash Point: 299.362°C
• PSA: 230.25000
• Density: 1.361g/cm³
• LogP: 0.69370
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 19
• Rotatable Bond Count: 21
• Exact Mass: 742.23202911
• Heavy Atom Count: 52
• Complexity: 1280

Purity/Quality:

97% ^*data from raw suppliers

Gal[2346Ac]β(1-4)Glc[236Ac]-β-MP,≥98% ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1C(C(C(C(O1)OC2=CC=C(C=C2)OC)OC(=O)C)OC(=O)C)OC3C(C(C(C(O3)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)OC2=CC=C(C=C2)OC)OC(=O)C)OC(=O)C)O[C@H]3[C@H]([C@H]([C@H]([C@@H](O3)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of LacMP per OAc

There total 3 articles about LacMP per OAc 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: 92.0%

Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-5-((2S,4aR,6S,7R,8S,8aS)-7,8-diacetoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(4-methoxy-phenoxy)-tetrahydro-pyran-4-yl ester + acetic anhydride (108-24-7) → 4-methoxyphenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside (160227-12-3)

Guidance literature:

With perchloric acid; at 20 ℃; for 0.333333h;

DOI:10.1016/j.tetlet.2006.03.133

Reference yield: 90.0%

4-methoxy-phenol (150-76-5) + 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) → 4-methoxyphenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside (160227-12-3)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1016/S0008-6215(96)90118-4

Reference yield: 76.0%

lactose octaacetate (3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4,52554-32-2) + 4-methoxy-phenol (150-76-5) → 4-methoxyphenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside (160227-12-3)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1080/07328300701298170

upstream raw materials:

4-methoxy-phenol

1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose

acetic anhydride

lactose octaacetate

Downstream raw materials:

para-methoxyphenyl 2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1→4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside