(2S,3S,4S,6S)-2-((1R,2S,3R,4R,5R)-4-Azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-4-ol

Base Information

Chemical Name:(2S,3S,4S,6S)-2-((1R,2S,3R,4R,5R)-4-Azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-4-ol
CAS No.:114283-72-6
Molecular Formula:C₂₆H₃₁N₃O₈
Molecular Weight:513.547
Hs Code.:

Synonyms:(2S,3S,4S,6S)-2-((1R,2S,3R,4R,5R)-4-Azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-4-ol

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Chemical Property of (2S,3S,4S,6S)-2-((1R,2S,3R,4R,5R)-4-Azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-4-ol

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Technology Process of (2S,3S,4S,6S)-2-((1R,2S,3R,4R,5R)-4-Azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-4-ol

There total 4 articles about (2S,3S,4S,6S)-2-((1R,2S,3R,4R,5R)-4-Azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-4-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:

: 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(3,6-di-acetyl-2-O-benzyl-4-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranose

: 114283-72-6
(2S,3S,4S,6S)-2-((1R,2S,3R,4R,5R)-4-Azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-4-ol

Guidance literature:: With sodium methylate; In methanol; for 2h; Yield given; Ambient temperature;
DOI:10.1016/0008-6215(87)80101-5

Reference yield:

: 55682-57-0
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 114283-72-6
(2S,3S,4S,6S)-2-((1R,2S,3R,4R,5R)-4-Azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1) Ag₂SiO₄, molecular sieves / 1) toluene, room temp., 1 h; 2) toluene, -10 deg C, 4 h

2: NaOMe / methanol / 2 h / Ambient temperature

With molecular sieve; 2Ag⁽¹⁺⁾*O₄Si^(2-); sodium methylate; In methanol;
DOI:10.1016/0008-6215(87)80101-5

Reference yield:

: 114283-69-1
3,6-di-O-acetyl-2-O-benzyl-4-deoxy-α-D-lyxo-hexopyranosyl bromide

: 114283-72-6
(2S,3S,4S,6S)-2-((1R,2S,3R,4R,5R)-4-Azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1) Ag₂SiO₄, molecular sieves / 1) toluene, room temp., 1 h; 2) toluene, -10 deg C, 4 h

2: NaOMe / methanol / 2 h / Ambient temperature

With molecular sieve; 2Ag⁽¹⁺⁾*O₄Si^(2-); sodium methylate; In methanol;
DOI:10.1016/0008-6215(87)80101-5