2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-mannitol

Base Information

Chemical Name:2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-mannitol
CAS No.:868055-20-3
Molecular Formula:C₅₄H₅₈N₆O₉
Molecular Weight:935.089
Hs Code.:

Synonyms:2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-mannitol

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Chemical Property of 2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-mannitol

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Technology Process of 2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-mannitol

There total 8 articles about 2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-mannitol 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: 33.0%

: 947396-37-4
4-Oxo-pentanoic acid (2R,3S,4R,5R)-5-azido-6-[(1S,2R,3R)-3-azido-2,4-bis-benzyloxy-1-((R)-1,2-bis-benzyloxy-ethyl)-butoxy]-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

: 868055-19-0
2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-D-mannitol

: 868055-20-3
2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-mannitol

Guidance literature:: With pyridine; hydrazine hydrate; acetic acid; at 20 ℃; for 1h;
DOI:10.1039/b507824e

Reference yield:

: (1R,2R)-2-Azido-1-((2R,4S,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propane-1,3-diol

: 868055-20-3
2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-mannitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 4.60 g / n-Bu₄NI / dimethylformamide / 0 - 20 °C

2.1: 89 percent / triethylsilane; TFA / CH₂Cl₂ / 4 h / 20 °C

3.1: 61 percent / 4 Angstroem molecular sieves; trimethylsilyl trifluoromethanesulfonate / toluene / 1 h / -25 °C

4.1: 33 percent / hydrazine monohydrate; AcOH; pyridine / 1 h / 20 °C

With pyridine; triethylsilane; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; hydrazine hydrate; acetic acid; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/b507824e

Reference yield:

: (2R,4aR,6S,7S,8R,8aS)-7-Azido-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6,8-diol

: 868055-20-3
2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-mannitol

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaBH₄ / tetrahydrofuran; ethanol / 3 h / 20 °C

2.1: NaH / dimethylformamide / 0.5 h / 0 °C

2.2: 4.60 g / n-Bu₄NI / dimethylformamide / 0 - 20 °C

3.1: 89 percent / triethylsilane; TFA / CH₂Cl₂ / 4 h / 20 °C

4.1: 61 percent / 4 Angstroem molecular sieves; trimethylsilyl trifluoromethanesulfonate / toluene / 1 h / -25 °C

5.1: 33 percent / hydrazine monohydrate; AcOH; pyridine / 1 h / 20 °C

With pyridine; triethylsilane; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; hydrazine hydrate; acetic acid; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/b507824e