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

Base Information

• Chemical Name: Dibenzyl-((2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-yl)-amine
• CAS No.: 220911-61-5
• Molecular Formula: C₄₂H₄₅NO₄S
• Molecular Weight: 659.89
• Mol file: 220911-61-5.mol

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

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

There total 3 articles about Dibenzyl-((2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-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:

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-methylsulfanyl-tetrahydro-pyran-3-yl)-amine (220911-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂NH₂ / ethanol / Heating

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

With sodium hydride; hydrazine; In ethanol; N,N-dimethyl-formamide;

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

Reference yield:

methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside (133198-04-6) → Dibenzyl-((2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-yl)-amine (220911-61-5)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOMe / methanol / 1 h / Ambient temperature

2: NH₂NH₂ / ethanol / Heating

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

With sodium methylate; sodium hydride; hydrazine; In methanol; ethanol; N,N-dimethyl-formamide;

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

Reference yield:

benzyl bromide (100-39-0) + (2R,3R,4R,5R,6S)-5-Amino-2-hydroxymethyl-6-methylsulfanyl-tetrahydro-pyran-3,4-diol (220911-60-4) → Dibenzyl-((2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-yl)-amine (220911-61-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; Yield given; 1.) r.t., 30 min, 2.) 10 h;

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

upstream raw materials:

benzyl bromide

(2R,3R,4R,5R,6S)-5-Amino-2-hydroxymethyl-6-methylsulfanyl-tetrahydro-pyran-3,4-diol

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

methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

Downstream raw materials:

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

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

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