1,2-Di-O-tetradecyl-3-O-(6-O-glucopyranosyl-glucopyranosyl)glycerol

Base Information

• Chemical Name: 1,2-Di-O-tetradecyl-3-O-(6-O-glucopyranosyl-glucopyranosyl)glycerol
• CAS No.: 123001-17-2
• Molecular Formula: C₄₃H₈₄O₁₃
• Molecular Weight: 809.132
• DSSTox Substance ID: DTXSID60153829
• Wikidata: Q83020850
• Mol file: 123001-17-2.mol

Synonyms:1,2-di-O-tetradecyl-3-O-(6-O-glucopyranosyl-glucopyranosyl)glycerol;DTDGL

Chemical Property of 1,2-Di-O-tetradecyl-3-O-(6-O-glucopyranosyl-glucopyranosyl)glycerol

Chemical Property:

• Vapor Pressure: 5.4E-34mmHg at 25°C
• Boiling Point: 854.5°Cat760mmHg
• Flash Point: 470.6°C
• PSA: 196.99000
• Density: 1.13g/cm³
• LogP: 6.12790
• XLogP3: 9.6
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 35
• Exact Mass: 808.59119273
• Heavy Atom Count: 56
• Complexity: 932

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCOC1(C(C(OC(C1(O)OCCCCCCCCCCCCCC)OCCC)COC2C(C(C(C(O2)CO)O)O)O)O)O
• Isomeric SMILES: CCCCCCCCCCCCCCO[C@@]1([C@@H]([C@H](O[C@H]([C@@]1(O)OCCCCCCCCCCCCCC)OCCC)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O

Technology Process of 1,2-Di-O-tetradecyl-3-O-(6-O-glucopyranosyl-glucopyranosyl)glycerol

There total 3 articles about 1,2-Di-O-tetradecyl-3-O-(6-O-glucopyranosyl-glucopyranosyl)glycerol 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:

(R)-1,2-bis-tetradecyloxy propane-3-ol (36314-51-9) → 3-O-(6-O-α-D-Mannopyranosyl-α-D-mannopyranosyl)-1,2-di-O-n-tetradecyl-sn-glycerol (123001-17-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 67.2 percent / AgOSO₂CF₃, molecular sieve 4 Angstroem / 1,2-dichloro-ethane / 20 h / 20 °C

2: NaOMe / methanol; tetrahydrofuran

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; 1,2-dichloro-ethane;

Reference yield:

3-O-(3,6-Di-O-acetyl-2,4-di-O-benzyl-α-D-mannopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol (81281-37-0) → 3-O-(6-O-α-D-Mannopyranosyl-α-D-mannopyranosyl)-1,2-di-O-n-tetradecyl-sn-glycerol (123001-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOMe / methanol; tetrahydrofuran

With sodium methylate; In tetrahydrofuran; methanol;

Reference yield:

2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride (65827-59-0) + 3-O-(2,4-Di-O-benzyl-α-D-mannopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol (81281-38-1) → 3-O-(6-O-α-D-Mannopyranosyl-α-D-mannopyranosyl)-1,2-di-O-n-tetradecyl-sn-glycerol (123001-17-2) + 3-O-(3,6-Di-O-α-D-mannopyranosyl-α-D-mannopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol

Guidance literature:

Yield given. Multistep reaction;

upstream raw materials:

2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride

3-O-(2,4-Di-O-benzyl-α-D-mannopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol

(R)-1,2-bis-tetradecyloxy propane-3-ol

3-O-(3,6-Di-O-acetyl-2,4-di-O-benzyl-α-D-mannopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol

Refernces