(2R,3S,4R,5R,6R)-6-[(1R,2R,3S,4R,6S)-2-((2S,3R,4S,5R)-4-Allyloxy-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yloxy)-4,6-diazido-3-hydroxy-cyclohexyloxy]-5-azido-2-azidomethyl-tetrahydro-pyran-3,4-diol

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Chemical Name:(2R,3S,4R,5R,6R)-6-[(1R,2R,3S,4R,6S)-2-((2S,3R,4S,5R)-4-Allyloxy-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yloxy)-4,6-diazido-3-hydroxy-cyclohexyloxy]-5-azido-2-azidomethyl-tetrahydro-pyran-3,4-diol
CAS No.:205191-99-7
Molecular Formula:C₂₇H₃₆N₁₂O₁₀
Molecular Weight:688.657
Hs Code.:

(2R,3S,4R,5R,6R)-6-[(1R,2R,3S,4R,6S)-2-((2S,3R,4S,5R)-4-Allyloxy-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yloxy)-4,6-diazido-3-hydroxy-cyclohexyloxy]-5-azido-2-azidomethyl-tetrahydro-pyran-3,4-diol

Synonyms:(2R,3S,4R,5R,6R)-6-[(1R,2R,3S,4R,6S)-2-((2S,3R,4S,5R)-4-Allyloxy-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yloxy)-4,6-diazido-3-hydroxy-cyclohexyloxy]-5-azido-2-azidomethyl-tetrahydro-pyran-3,4-diol

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Chemical Property of (2R,3S,4R,5R,6R)-6-[(1R,2R,3S,4R,6S)-2-((2S,3R,4S,5R)-4-Allyloxy-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yloxy)-4,6-diazido-3-hydroxy-cyclohexyloxy]-5-azido-2-azidomethyl-tetrahydro-pyran-3,4-diol

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Technology Process of (2R,3S,4R,5R,6R)-6-[(1R,2R,3S,4R,6S)-2-((2S,3R,4S,5R)-4-Allyloxy-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yloxy)-4,6-diazido-3-hydroxy-cyclohexyloxy]-5-azido-2-azidomethyl-tetrahydro-pyran-3,4-diol

There total 3 articles about (2R,3S,4R,5R,6R)-6-[(1R,2R,3S,4R,6S)-2-((2S,3R,4S,5R)-4-Allyloxy-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yloxy)-4,6-diazido-3-hydroxy-cyclohexyloxy]-5-azido-2-azidomethyl-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: 93.0%

: 205191-97-5
4-Nitro-benzoic acid (2S,3R,4R,5R)-2-[(1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-((2R,3R,4R,5R,6R)-4,5-diacetoxy-3-azido-6-azidomethyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-4-allyloxy-5-benzyloxymethyl-tetrahydro-furan-3-yl ester

: 205191-99-7
(2R,3S,4R,5R,6R)-6-[(1R,2R,3S,4R,6S)-2-((2S,3R,4S,5R)-4-Allyloxy-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yloxy)-4,6-diazido-3-hydroxy-cyclohexyloxy]-5-azido-2-azidomethyl-tetrahydro-pyran-3,4-diol

Guidance literature:: With lithium hydroxide; In 1,4-dioxane; methanol; Ambient temperature;
DOI:10.1021/ja972599h

Reference yield:

: 182554-04-7
1,3,2′,6′-tetraazido-6,3′,4′-tri-O-acetylneamine

: 205191-99-7
(2R,3S,4R,5R,6R)-6-[(1R,2R,3S,4R,6S)-2-((2S,3R,4S,5R)-4-Allyloxy-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yloxy)-4,6-diazido-3-hydroxy-cyclohexyloxy]-5-azido-2-azidomethyl-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / BF₃*OEt₂ / CH₂Cl₂ / 4.5 h

2: 93 percent / aq. LiOH / methanol; dioxane / Ambient temperature

With lithium hydroxide; boron trifluoride diethyl etherate; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/ja972599h

Reference yield:

: 1,2-O-(4-nitrobenzoyl)-3-O-allyl-5-O-benzyl-D-ribofuranose

: 205191-99-7
(2R,3S,4R,5R,6R)-6-[(1R,2R,3S,4R,6S)-2-((2S,3R,4S,5R)-4-Allyloxy-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yloxy)-4,6-diazido-3-hydroxy-cyclohexyloxy]-5-azido-2-azidomethyl-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / BF₃*OEt₂ / CH₂Cl₂ / 4.5 h

2: 93 percent / aq. LiOH / methanol; dioxane / Ambient temperature

With lithium hydroxide; boron trifluoride diethyl etherate; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/ja972599h