(2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,5S,6R)-3-azido-6-azidomethyl-5-benzyloxy-tetrahydro-pyran-2-yloxy)-2-benzyloxy-cyclohexyloxy]-6-methyl-tetrahydro-pyran

Base Information

Chemical Name:(2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,5S,6R)-3-azido-6-azidomethyl-5-benzyloxy-tetrahydro-pyran-2-yloxy)-2-benzyloxy-cyclohexyloxy]-6-methyl-tetrahydro-pyran
CAS No.:738602-18-1
Molecular Formula:C₅₃H₅₈N₁₂O₉
Molecular Weight:1007.12
Hs Code.:

(2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,5S,6R)-3-azido-6-azidomethyl-5-benzyloxy-tetrahydro-pyran-2-yloxy)-2-benzyloxy-cyclohexyloxy]-6-methyl-tetrahydro-pyran

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

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

There total 4 articles about (2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,5S,6R)-3-azido-6-azidomethyl-5-benzyloxy-tetrahydro-pyran-2-yloxy)-2-benzyloxy-cyclohexyloxy]-6-methyl-tetrahydro-pyran 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:

: 211801-54-6,807361-40-6
p-methylphenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

: 671809-74-8
4',5-O-dibenzyl-perazidonebramine

: 738602-18-1
(2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,5S,6R)-3-azido-6-azidomethyl-5-benzyloxy-tetrahydro-pyran-2-yloxy)-2-benzyloxy-cyclohexyloxy]-6-methyl-tetrahydro-pyran

Guidance literature:: p-methylphenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside; 4',5-O-dibenzyl-perazidonebramine; With N-iodo-succinimide; In dichloromethane; at -78 ℃; for 0.333333h;

With trifluorormethanesulfonic acid; In diethyl ether; dichloromethane; at -78 - -20 ℃; for 1h;
DOI:10.1016/j.bmcl.2004.05.004

Reference yield:

: 100-39-0
benzyl bromide

: 738602-18-1
(2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,5S,6R)-3-azido-6-azidomethyl-5-benzyloxy-tetrahydro-pyran-2-yloxy)-2-benzyloxy-cyclohexyloxy]-6-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0 - 20 °C

2.1: H₂SO₄ / methanol / Heating

3.1: NIS / CH₂Cl₂ / 0.33 h / -78 °C

3.2: TfOH / CH₂Cl₂; diethyl ether / 1 h / -78 - -20 °C

With N-iodo-succinimide; sulfuric acid; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.05.004

Reference yield:

: 468065-22-7
O-3-azido-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[2,6-diazido-2,3,6-trideoxy-α-D-ribo-hexopyranosyl-(1→4)]-1,3-diazido-1,2,3-trideoxy-D-myo-inositol

: 738602-18-1
(2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,5S,6R)-3-azido-6-azidomethyl-5-benzyloxy-tetrahydro-pyran-2-yloxy)-2-benzyloxy-cyclohexyloxy]-6-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0 - 20 °C

2.1: H₂SO₄ / methanol / Heating

3.1: NIS / CH₂Cl₂ / 0.33 h / -78 °C

3.2: TfOH / CH₂Cl₂; diethyl ether / 1 h / -78 - -20 °C

With N-iodo-succinimide; sulfuric acid; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.05.004