3-[(N-benzyloxycarbonyl)amino]propyl-O-(4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl)-(1->3)-O-(2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:3-[(N-benzyloxycarbonyl)amino]propyl-O-(4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl)-(1->3)-O-(2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside
CAS No.:927680-50-0
Molecular Formula:C₆₅H₇₂N₄O₁₆
Molecular Weight:1165.3
Hs Code.:

3-[(N-benzyloxycarbonyl)amino]propyl-O-(4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl)-(1->3)-O-(2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Synonyms:3-[(N-benzyloxycarbonyl)amino]propyl-O-(4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl)-(1->3)-O-(2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of 3-[(N-benzyloxycarbonyl)amino]propyl-O-(4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl)-(1->3)-O-(2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

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Technology Process of 3-[(N-benzyloxycarbonyl)amino]propyl-O-(4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl)-(1->3)-O-(2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

There total 14 articles about 3-[(N-benzyloxycarbonyl)amino]propyl-O-(4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl)-(1->3)-O-(2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside 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: 51.0%

: 927680-49-7
3-[(N-benzyloxycarbonyl)amino]propyl-O-(4-azido-3-O-benzyl-4,6-dideoxy-β-D-glucopyranosyl)-(1->3)-O-(2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

: 74-88-4
methyl iodide

: 927680-50-0
3-[(N-benzyloxycarbonyl)amino]propyl-O-(4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl)-(1->3)-O-(2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With silver(l) oxide; dimethylsulfide; In tetrahydrofuran; at 20 ℃;
DOI:10.1002/chem.200601245

Reference yield:

: 142776-67-8
ethyl 2-O-benzoyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside

: 927680-50-0
3-[(N-benzyloxycarbonyl)amino]propyl-O-(4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl)-(1->3)-O-(2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / 4 Angstroem molecular sieves; N-iodosuccinimide; trifluoromethaneulfonic acid / CH₂Cl₂ / 0 °C

2: 78 percent / 4 Angstroem molecular sieves; N-iodosuccinimide; trifluoromethaneulfonic acid / CH₂Cl₂ / 0 °C

3: 93 percent / hyrazine acetate / methanol; CH₂Cl₂ / 4 h / 20 °C

4: 76 percent / 4 Angstroem molecular sieves; N-iodosuccinimide; trifluoromethaneulfonic acid / CH₂Cl₂ / 0 °C

5: 93 percent / hyrazine acetate / methanol; CH₂Cl₂ / 4 h / 20 °C

6: 51 percent / silver(I) oxide / dimethyl sulfide / tetrahydrofuran / 20 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; hydrazinium monoacetate; silver(l) oxide; dimethylsulfide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/chem.200601245

Reference yield:

: 927680-56-6
4-Oxo-pentanoic acid (2S,3R,4S,5R,6R)-2-ethylsulfanyl-4,5-dihydroxy-6-methyl-tetrahydro-pyran-3-yl ester

: 927680-50-0
3-[(N-benzyloxycarbonyl)amino]propyl-O-(4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl)-(1->3)-O-(2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: dibutyltin oxide / toluene / 3 h / Heating

1.2: 52 percent / tetrabutylammonium bromide / toluene / 3 h / Heating

2.1: pyridine / CH₂Cl₂ / 1 h / 0 °C

3.1: 0.42 g / sodium azide / dimethylformamide / 40 °C

4.1: 76 percent / 4 Angstroem molecular sieves; N-iodosuccinimide; trifluoromethaneulfonic acid / CH₂Cl₂ / 0 °C

5.1: 93 percent / hyrazine acetate / methanol; CH₂Cl₂ / 4 h / 20 °C

6.1: 51 percent / silver(I) oxide / dimethyl sulfide / tetrahydrofuran / 20 °C

With pyridine; N-iodo-succinimide; sodium azide; trifluorormethanesulfonic acid; 4 A molecular sieve; hydrazinium monoacetate; di(n-butyl)tin oxide; silver(l) oxide; dimethylsulfide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/chem.200601245