N,N'-bis(4-O-acetyl-1-O-allyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranos-2-yl)urea

Base Information

Chemical Name:N,N'-bis(4-O-acetyl-1-O-allyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranos-2-yl)urea
CAS No.:1418181-43-7
Molecular Formula:C₃₉H₄₄N₂O₁₅
Molecular Weight:780.783
Hs Code.:

Synonyms:N,N'-bis(4-O-acetyl-1-O-allyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranos-2-yl)urea

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Chemical Property of N,N'-bis(4-O-acetyl-1-O-allyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranos-2-yl)urea

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Technology Process of N,N'-bis(4-O-acetyl-1-O-allyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranos-2-yl)urea

There total 3 articles about N,N'-bis(4-O-acetyl-1-O-allyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranos-2-yl)urea 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: 97.0%

: 1418181-42-6
N,N'-bis(1-O-allyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranos-2-yl)urea

: 108-24-7
acetic anhydride

: 1418181-43-7
N,N'-bis(4-O-acetyl-1-O-allyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranos-2-yl)urea

Guidance literature:: With pyridine; at 20 ℃;
DOI:10.1016/j.tet.2012.12.005

Reference yield:

: 191925-41-4
allyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

: 1418181-43-7
N,N'-bis(4-O-acetyl-1-O-allyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranos-2-yl)urea

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / acetonitrile; water / 0.5 h / 0 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 30 °C

3: triethylsilane; trifluoroacetic acid / dichloromethane; toluene / 0 °C / Molecular sieve; Inert atmosphere

4: pyridine / 20 °C

With pyridine; triethylsilane; sodium hydride; sodium hydrogencarbonate; trifluoroacetic acid; In dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;
DOI:10.1016/j.tet.2012.12.005

Reference yield:

: 1241901-03-0
allyl 4,6-O-benzylidene-2-deoxy-2-[(p-nitrophenoxy)carbonylamino]-α-D-glucopyranoside

: 1418181-43-7
N,N'-bis(4-O-acetyl-1-O-allyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-glucopyranos-2-yl)urea

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 30 °C

2: triethylsilane; trifluoroacetic acid / dichloromethane; toluene / 0 °C / Molecular sieve; Inert atmosphere

3: pyridine / 20 °C

With pyridine; triethylsilane; sodium hydride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1016/j.tet.2012.12.005