(R)-1-((4S,5R)-5-((S)-1-azido-2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(benzyloxy)ethyl acetate

Base Information

Chemical Name:(R)-1-((4S,5R)-5-((S)-1-azido-2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(benzyloxy)ethyl acetate
CAS No.:914982-58-4
Molecular Formula:C₂₅H₃₁N₃O₆
Molecular Weight:469.538
Hs Code.:

Synonyms:(R)-1-((4S,5R)-5-((S)-1-azido-2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(benzyloxy)ethyl acetate

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Chemical Property of (R)-1-((4S,5R)-5-((S)-1-azido-2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(benzyloxy)ethyl acetate

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Technology Process of (R)-1-((4S,5R)-5-((S)-1-azido-2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(benzyloxy)ethyl acetate

There total 7 articles about (R)-1-((4S,5R)-5-((S)-1-azido-2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(benzyloxy)ethyl acetate 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: 88.0%

: 914982-57-3
Acetic acid (R)-2-benzyloxy-1-{(4R,5S)-5-[(R)-2-benzyloxy-1-(toluene-4-sulfonyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethyl ester

: 914982-58-4
(R)-1-((4S,5R)-5-((S)-1-azido-2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(benzyloxy)ethyl acetate

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 110 ℃; for 24h;
DOI:10.1016/j.tet.2006.08.035

Reference yield:

: 914982-54-0
(2R,4S,5R)-4-((2R,4R,5R)-5-hydroxy-2-phenyl-1,3-dioxan-4-yl)-2-phenyl-1,3-dioxan-5-yl-4-methylbenzenesulfonamide

: 914982-58-4
(R)-1-((4S,5R)-5-((S)-1-azido-2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(benzyloxy)ethyl acetate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 2 h / 0 - 20 °C

2: 1.85 g / Et₃SiH; BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

3: 80 percent / pTSA / acetone / 5 h / 20 °C

4: 88 percent / sodium azide / dimethylformamide / 24 h / 110 °C

With pyridine; triethylsilane; sodium azide; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tet.2006.08.035

Reference yield:

: 914982-56-2
(2R,3S,4R,5R)-5-acetoxy-1,6-bis(benzyloxy)-3,4-dihydroxyhexan-2-yl 4-methylbenzenesulfonate

: 914982-58-4
(R)-1-((4S,5R)-5-((S)-1-azido-2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(benzyloxy)ethyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / pTSA / acetone / 5 h / 20 °C

2: 88 percent / sodium azide / dimethylformamide / 24 h / 110 °C

With sodium azide; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tet.2006.08.035