(2R,3S,4R,5R,6R)-5-Azido-2-azidomethyl-6-[(1R,2S,3S,4R,6S)-4,6-diazido-2-hydroxy-3-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4-diol

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Chemical Name:(2R,3S,4R,5R,6R)-5-Azido-2-azidomethyl-6-[(1R,2S,3S,4R,6S)-4,6-diazido-2-hydroxy-3-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4-diol
CAS No.:671809-35-1
Molecular Formula:C₃₉H₄₆N₁₂O₁₀
Molecular Weight:842.869
Hs Code.:

(2R,3S,4R,5R,6R)-5-Azido-2-azidomethyl-6-[(1R,2S,3S,4R,6S)-4,6-diazido-2-hydroxy-3-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4-diol

Synonyms:(2R,3S,4R,5R,6R)-5-Azido-2-azidomethyl-6-[(1R,2S,3S,4R,6S)-4,6-diazido-2-hydroxy-3-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4-diol

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Chemical Property of (2R,3S,4R,5R,6R)-5-Azido-2-azidomethyl-6-[(1R,2S,3S,4R,6S)-4,6-diazido-2-hydroxy-3-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4-diol

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Technology Process of (2R,3S,4R,5R,6R)-5-Azido-2-azidomethyl-6-[(1R,2S,3S,4R,6S)-4,6-diazido-2-hydroxy-3-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4-diol

There total 4 articles about (2R,3S,4R,5R,6R)-5-Azido-2-azidomethyl-6-[(1R,2S,3S,4R,6S)-4,6-diazido-2-hydroxy-3-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4-diol 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: 87.0%

: (1S,2R,3S,5R,6S)-3,5-Diazido-2-((4aR,5R,7R,8R,8aR)-8-azido-5-azidomethyl-2,3-dimethoxy-2,3-dimethyl-hexahydro-pyrano[3,4-b][1,4]dioxin-7-yloxy)-6-((3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexanol

: 671809-35-1
(2R,3S,4R,5R,6R)-5-Azido-2-azidomethyl-6-[(1R,2S,3S,4R,6S)-4,6-diazido-2-hydroxy-3-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4-diol

Guidance literature:: With trifluoroacetic acid; In water;
DOI:10.1021/ol0363927

Reference yield:

: 671809-10-2
1,3,2′,6′-tetraazidoneamine

: 671809-35-1
(2R,3S,4R,5R,6R)-5-Azido-2-azidomethyl-6-[(1R,2S,3S,4R,6S)-4,6-diazido-2-hydroxy-3-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 58 percent / BF₃*OEt₂ / methanol / 24 h / 20 °C

2: 84 percent / 3 Angstroem molecular sieves; N-iodosuccinimide; TESOTf / CH₂Cl₂ / -78 °C

3: 87 percent / TFA / H₂O

With N-iodo-succinimide; 3 A molecular sieve; boron trifluoride diethyl etherate; triethylsilyl trifluoromethyl sulfonate; trifluoroacetic acid; In methanol; dichloromethane; water;
DOI:10.1021/ol0363927

Reference yield:

: 916994-68-8,807361-40-6
2,3,4-O-tribenzyl-1-(4-tolyl)thio-α-L-rhamnopyranoside

: 671809-35-1
(2R,3S,4R,5R,6R)-5-Azido-2-azidomethyl-6-[(1R,2S,3S,4R,6S)-4,6-diazido-2-hydroxy-3-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / 3 Angstroem molecular sieves; N-iodosuccinimide; TESOTf / CH₂Cl₂ / -78 °C

2: 87 percent / TFA / H₂O

With N-iodo-succinimide; 3 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; trifluoroacetic acid; In dichloromethane; water;
DOI:10.1021/ol0363927