Benzyl-3-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-6-O-<2-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-β-D-glucopyranosyl>-2-desoxy-α-D-glucopyranosid

Base Information

• Chemical Name: Benzyl-3-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-6-O-<2-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-β-D-glucopyranosyl>-2-desoxy-α-D-glucopyranosid
• CAS No.: 122116-55-6
• Molecular Formula: C₆₈H₁₀₀N₂O₁₃
• Molecular Weight: 1153.55
• Mol file: 122116-55-6.mol

Synonyms:Benzyl-3-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-6-O-<2-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-β-D-glucopyranosyl>-2-desoxy-α-D-glucopyranosid

Chemical Property of Benzyl-3-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-6-O-<2-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-β-D-glucopyranosyl>-2-desoxy-α-D-glucopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl-3-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-6-O-<2-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-β-D-glucopyranosyl>-2-desoxy-α-D-glucopyranosid

There total 9 articles about Benzyl-3-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-6-O-<2-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-β-D-glucopyranosyl>-2-desoxy-α-D-glucopyranosid 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: 90.0%

Benzyl-4-O-acetyl-6-O-<3,4,6-tri-O-acetyl-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-β-D-glucopyranosyl>-3-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-α-D-glucopyranosid (122116-54-5) → Benzyl-3-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-6-O-<2-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-β-D-glucopyranosyl>-2-desoxy-α-D-glucopyranosid (122116-55-6)

Guidance literature:

With pyridine; sodium methylate; In methanol; for 0.5h;

Reference yield:

3,4,6-Tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl bromide (67124-60-1) → Benzyl-3-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-6-O-<2-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-β-D-glucopyranosyl>-2-desoxy-α-D-glucopyranosid (122116-55-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) HgBr₂ , Hg(CN)2, moleculare sieve 4 Angstroem / 1.) CH₂Cl₂, 1 h, room temperature; 2.) CH₂Cl₂, 24 h

2: 98 percent / pyridine, 4-(dimethylamino)pyridine (DMAP) / 12 h / Ambient temperature

3: 95 percent / Zn-dust, glacial CH₃COOH / 1.5 h

4: 1.) EEDQ / 1.) CH₂Cl₂, 15 min; 2.) CH₂Cl₂, 24 h

5: 90 percent / pyridine, 1.4N NaOMe / methanol / 0.5 h

With pyridine; dmap; 4 A molecular sieve; sodium methylate; mercury(II) cyanide; acetic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; mercury dibromide; zinc; In methanol;

Reference yield:

N-((R)-3-Benzyloxytetradecanoyloxy)succinimid (101649-06-3) → Benzyl-3-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-6-O-<2-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-β-D-glucopyranosyl>-2-desoxy-α-D-glucopyranosid (122116-55-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 89 percent / triethylamine / dimethylformamide / 36 h

2: 1.) HgBr₂ , Hg(CN)2, moleculare sieve 4 Angstroem / 1.) CH₂Cl₂, 1 h, room temperature; 2.) CH₂Cl₂, 24 h

3: 98 percent / pyridine, 4-(dimethylamino)pyridine (DMAP) / 12 h / Ambient temperature

4: 95 percent / Zn-dust, glacial CH₃COOH / 1.5 h

5: 1.) EEDQ / 1.) CH₂Cl₂, 15 min; 2.) CH₂Cl₂, 24 h

6: 90 percent / pyridine, 1.4N NaOMe / methanol / 0.5 h

With pyridine; dmap; 4 A molecular sieve; sodium methylate; mercury(II) cyanide; acetic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; mercury dibromide; zinc; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

Benzyl-4-O-acetyl-6-O-<3,4,6-tri-O-acetyl-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-β-D-glucopyranosyl>-3-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-α-D-glucopyranosid

3,4,6-Tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl bromide

N-((R)-3-Benzyloxytetradecanoyloxy)succinimid

Benzyl-2-amino-3-O-benzyl-2-desoxy-α-D-glucopyranosid

Downstream raw materials:

Benzyl-3-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-6-O-<2-<(R)-3-benzyloxytetradecanoylamino>-2-desoxy-4,6-O-tetraisopropyldisiloxan-1,3-diyl-β-D-glucopyranosyl>-2-desoxy-α-D-glucopyranosid