(2S,3R,4S,6S)-6-((S)-1-Azido-prop-2-ynyl)-3,4-bis-benzyloxy-2-methoxy-tetrahydro-pyran

Base Information

Chemical Name:(2S,3R,4S,6S)-6-((S)-1-Azido-prop-2-ynyl)-3,4-bis-benzyloxy-2-methoxy-tetrahydro-pyran
CAS No.:178170-52-0
Molecular Formula:C₂₃H₂₅N₃O₄
Molecular Weight:407.469
Hs Code.:

Synonyms:(2S,3R,4S,6S)-6-((S)-1-Azido-prop-2-ynyl)-3,4-bis-benzyloxy-2-methoxy-tetrahydro-pyran

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Chemical Property of (2S,3R,4S,6S)-6-((S)-1-Azido-prop-2-ynyl)-3,4-bis-benzyloxy-2-methoxy-tetrahydro-pyran

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Technology Process of (2S,3R,4S,6S)-6-((S)-1-Azido-prop-2-ynyl)-3,4-bis-benzyloxy-2-methoxy-tetrahydro-pyran

There total 4 articles about (2S,3R,4S,6S)-6-((S)-1-Azido-prop-2-ynyl)-3,4-bis-benzyloxy-2-methoxy-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: 90.0%

: 178170-51-9
(R)-1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-yn-1-ol

: 178170-52-0
(2S,3R,4S,6S)-6-((S)-1-Azido-prop-2-ynyl)-3,4-bis-benzyloxy-2-methoxy-tetrahydro-pyran

Guidance literature:: With Zn(N₃)2/bis-pyridine complex; di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; for 0.25h; Ambient temperature;
DOI:10.1246/bcsj.69.1347

Reference yield:

: (S)-1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-3-trimethylsilanyl-prop-2-yn-1-ol

: 178170-52-0
(2S,3R,4S,6S)-6-((S)-1-Azido-prop-2-ynyl)-3,4-bis-benzyloxy-2-methoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / tetrabutylammonium fluoride

2: 96 percent / Ph₃P,diethyl azodicarboxylate / tetrahydrofuran / 5 h / Ambient temperature

3: 99 percent / K₂CO₃ / methanol / 0.33 h / Ambient temperature

4: 90 percent / PPh₃, 3)2(py)2>, diisopropyl azodicarboxylate / toluene / 0.25 h / Ambient temperature

With Zn(N₃)2/bis-pyridine complex; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; toluene;
DOI:10.1246/bcsj.69.1347

Reference yield:

: 178170-50-8
4-Nitro-benzoic acid (R)-1-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-ynyl ester

: 178170-52-0
(2S,3R,4S,6S)-6-((S)-1-Azido-prop-2-ynyl)-3,4-bis-benzyloxy-2-methoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / K₂CO₃ / methanol / 0.33 h / Ambient temperature

2: 90 percent / PPh₃, 3)2(py)2>, diisopropyl azodicarboxylate / toluene / 0.25 h / Ambient temperature

With Zn(N₃)2/bis-pyridine complex; di-isopropyl azodicarboxylate; potassium carbonate; triphenylphosphine; In methanol; toluene;
DOI:10.1246/bcsj.69.1347