Dibenzyl-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl]-amine

Base Information

• Chemical Name: Dibenzyl-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl]-amine
• CAS No.: 220911-97-7
• Molecular Formula: C₇₆H₈₇NO₁₀
• Molecular Weight: 1174.53
• Mol file: 220911-97-7.mol

Synonyms:Dibenzyl-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl]-amine

Chemical Property of Dibenzyl-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl]-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Dibenzyl-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl]-amine

There total 5 articles about Dibenzyl-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl]-amine 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: 83.0%

octyl 3,4,6-tri-O-benzyl-β-D-galactopyranoside (220911-76-2) + Dibenzyl-((2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-yl)-amine (220911-61-5) → Dibenzyl-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl]-amine (220911-97-7)

Guidance literature:

With 4 A molecular sieve; dimethyl(methylthio)sulfonium tetrafluoroborate; In dichloromethane; at -30 - 0 ℃; for 2h;

DOI:10.1002/(SICI)1521-3773(19990201)38:3<346::AID-ANIE346>3.0.CO;2-L

Reference yield:

benzyl bromide (100-39-0) → Dibenzyl-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl]-amine (220911-97-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide / 1.) r.t., 30 min, 2.) 10 h

2: 83 percent / dimethyl(methylthio)sulfonium tetrafluoroborate, 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / -30 - 0 °C

With 4 A molecular sieve; dimethyl(methylthio)sulfonium tetrafluoroborate; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1521-3773(19990201)38:3<346::AID-ANIE346>3.0.CO;2-L

Reference yield:

Methyl 2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside (144191-43-5) → Dibenzyl-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl]-amine (220911-97-7)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₂NH₂ / ethanol / Heating

2: NaH / dimethylformamide / 1.) r.t., 30 min, 2.) 10 h

3: 83 percent / dimethyl(methylthio)sulfonium tetrafluoroborate, 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / -30 - 0 °C

With 4 A molecular sieve; dimethyl(methylthio)sulfonium tetrafluoroborate; sodium hydride; hydrazine; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1521-3773(19990201)38:3<346::AID-ANIE346>3.0.CO;2-L

upstream raw materials:

octyl 3,4,6-tri-O-benzyl-β-D-galactopyranoside

Dibenzyl-((2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-yl)-amine

benzyl bromide

Methyl 2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside