6-O-(3-azido-2,4,6-tri-O-benzyl-α-D-glucopyranosyl)-1-N-[(S)-2-O-benzyl-4-(benzyloxycarbonylamino)butanosyl]-3,2',6'-triazidoneamine

Base Information

Chemical Name:6-O-(3-azido-2,4,6-tri-O-benzyl-α-D-glucopyranosyl)-1-N-[(S)-2-O-benzyl-4-(benzyloxycarbonylamino)butanosyl]-3,2',6'-triazidoneamine
CAS No.:942420-70-4
Molecular Formula:C₅₈H₆₆N₁₄O₁₄
Molecular Weight:1183.25
Hs Code.:

Synonyms:6-O-(3-azido-2,4,6-tri-O-benzyl-α-D-glucopyranosyl)-1-N-[(S)-2-O-benzyl-4-(benzyloxycarbonylamino)butanosyl]-3,2',6'-triazidoneamine

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Chemical Property of 6-O-(3-azido-2,4,6-tri-O-benzyl-α-D-glucopyranosyl)-1-N-[(S)-2-O-benzyl-4-(benzyloxycarbonylamino)butanosyl]-3,2',6'-triazidoneamine

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Technology Process of 6-O-(3-azido-2,4,6-tri-O-benzyl-α-D-glucopyranosyl)-1-N-[(S)-2-O-benzyl-4-(benzyloxycarbonylamino)butanosyl]-3,2',6'-triazidoneamine

There total 4 articles about 6-O-(3-azido-2,4,6-tri-O-benzyl-α-D-glucopyranosyl)-1-N-[(S)-2-O-benzyl-4-(benzyloxycarbonylamino)butanosyl]-3,2',6'-triazidoneamine 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:

: C₆₂H₇₀N₁₄O₁₆

: 942420-70-4
6-O-(3-azido-2,4,6-tri-O-benzyl-α-D-glucopyranosyl)-1-N-[(S)-2-O-benzyl-4-(benzyloxycarbonylamino)butanosyl]-3,2',6'-triazidoneamine

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 24h;
DOI:10.1021/jo062588j

Reference yield:

: C₁₆H₂₄N₁₀O₈

: 942420-70-4
6-O-(3-azido-2,4,6-tri-O-benzyl-α-D-glucopyranosyl)-1-N-[(S)-2-O-benzyl-4-(benzyloxycarbonylamino)butanosyl]-3,2',6'-triazidoneamine

Guidance literature:: Multi-step reaction with 3 steps

1: 0.37 g / EDC; HOBt; Et₃N / dimethylformamide / 20 °C

2: N-iodosuccinimide; trimethylsilyl triflate; 4 Angstroem molecular sieves / CH₂Cl₂ / 48 h / 20 °C

3: LiOH*H₂O / tetrahydrofuran; H₂O / 24 h / 20 °C

With lithium hydroxide; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo062588j

Reference yield:

: 942420-48-6
3',4'-di-O-acetyl-1-N-tert-butoxycarbonyl-3,2',6'-trizidone-5,6-O-cyclohexylideneamine

: 942420-70-4
6-O-(3-azido-2,4,6-tri-O-benzyl-α-D-glucopyranosyl)-1-N-[(S)-2-O-benzyl-4-(benzyloxycarbonylamino)butanosyl]-3,2',6'-triazidoneamine

Guidance literature:: Multi-step reaction with 4 steps

1: TFA / CH₂Cl₂; H₂O / 7 h / 20 °C

2: 0.37 g / EDC; HOBt; Et₃N / dimethylformamide / 20 °C

3: N-iodosuccinimide; trimethylsilyl triflate; 4 Angstroem molecular sieves / CH₂Cl₂ / 48 h / 20 °C

4: LiOH*H₂O / tetrahydrofuran; H₂O / 24 h / 20 °C

With lithium hydroxide; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo062588j