(2R,3S,4R,5R,6R)-5-Azido-4-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3S,4R,5R,6R)-5-Azido-4-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ol
CAS No.:842954-23-8
Molecular Formula:C₂₇H₃₃N₉O₈
Molecular Weight:611.615
Hs Code.:

(2R,3S,4R,5R,6R)-5-Azido-4-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3S,4R,5R,6R)-5-Azido-4-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ol

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Technology Process of (2R,3S,4R,5R,6R)-5-Azido-4-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ol

There total 3 articles about (2R,3S,4R,5R,6R)-5-Azido-4-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ol 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:

: 887497-36-1
methyl 3-O-(2',6'-diazido-3',4'-di-O-benzyl-2',6'-dideoxy-α-D-glucopyranosyl)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 842954-23-8
(2R,3S,4R,5R,6R)-5-Azido-4-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ol

Guidance literature:: With acetic acid; at 80 - 85 ℃; for 3h;
DOI:10.1039/b517725a

Reference yield:

: 2,2,2-Trichloro-acetimidic acid (3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yl ester

: 842954-23-8
(2R,3S,4R,5R,6R)-5-Azido-4-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / 4 Angstroem molecular sieves; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂; diethyl ether / -60 - -10 °C

2: aq. AcOH / 3 h / 80 - 85 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; acetic acid; In diethyl ether; dichloromethane;
DOI:10.1039/b517725a

Reference yield:

: 274260-02-5
methyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 842954-23-8
(2R,3S,4R,5R,6R)-5-Azido-4-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / 4 Angstroem molecular sieves; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂; diethyl ether / -60 - -10 °C

2: aq. AcOH / 3 h / 80 - 85 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; acetic acid; In diethyl ether; dichloromethane;
DOI:10.1039/b517725a