Methyl Ester Octyl Alpha-1o-D-Mannopyrannoside

Base Information

• Chemical Name: Methyl Ester Octyl Alpha-1o-D-Mannopyrannoside
• CAS No.: 77666-97-8
• Molecular Formula: C16H30 O8
• Molecular Weight: 350.4
• DSSTox Substance ID: DTXSID701272342
• Nikkaji Number: J1.006.098B
• Wikidata: Q27467598
• Mol file: 77666-97-8.mol

Synonyms:Methyl Ester Octyl Alpha-1o-D-Mannopyrannoside;methyl 9-(alpha-D-mannopyranosyloxy)nonanoate;4avi;SCHEMBL8429284;DTXSID701272342;77666-97-8;Q27467598;XNS

Chemical Property of Methyl Ester Octyl Alpha-1o-D-Mannopyrannoside

Chemical Property:

• PSA: 125.68000
• LogP: -0.29340
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 12
• Exact Mass: 350.19406791
• Heavy Atom Count: 24
• Complexity: 351

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCCCOC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: COC(=O)CCCCCCCCO[C@@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

Technology Process of Methyl Ester Octyl Alpha-1o-D-Mannopyrannoside

There total 22 articles about Methyl Ester Octyl Alpha-1o-D-Mannopyrannoside 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: 85.9%

8-(Methoxycarbonyl)octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (110524-42-0,104494-93-1) → 8-(methoxycarbonyl)octyl α-D-mannoipyranoside (77666-97-8)

Guidance literature:

With sodium methylate; In methanol; Ambient temperature;

Reference yield: 85.0%

8-(methoxycarbonyl)octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannipyranoside (228850-23-5) → 8-(methoxycarbonyl)octyl α-D-mannoipyranoside (77666-97-8)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1016/S0008-6215(98)00330-9

Reference yield: 74.0%

9-((2S,3S,4R,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-nonanoic acid methyl ester (100644-76-6) → 8-(methoxycarbonyl)octyl α-D-mannoipyranoside (77666-97-8)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/S0008-6215(00)90094-6

upstream raw materials:

2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide

methyl 9-hydroxynonanoate

8-(Methoxycarbonyl)octyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside

9-((3aS,4S,5aR,9aR,9bS)-2,8-Diphenyl-hexahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxin-4-yloxy)-nonanoic acid methyl ester

Downstream raw materials:

8-(Methoxycarbonyl)octyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-mannopyranoside

8-methoxycarbonyloctyl 4,6-O-cyclohexylidene-3-O-(2,4-di-O-benzoyl-3,6-dideoxy-α-D-arabino-hexopyranosyl)-2-O-(tetra-O-benzyl-α-D-galactopyranosyl)-α-D-mannopyranoside

8-methoxycarbonyloctyl 3-O-benzoyl-4,6-O-cyclohexylidene-2-O-(tetra-O-benzyl-α-D-galactopyranosyl)-α-D-mannopyranoside

8-methoxycarbonyloctyl 4,6-O-cyclohexylidene-2-O-(tetra-O-benzyl-α-D-galactopyranosyl)-α-D-mannopyranoside