(2S,4R,5R)-2-azido-4-O-benzyl-3,3-difluoro-5,6-dihydroxyhex-1-yl benzoate

Base Information

Chemical Name:(2S,4R,5R)-2-azido-4-O-benzyl-3,3-difluoro-5,6-dihydroxyhex-1-yl benzoate
CAS No.:889664-03-3
Molecular Formula:C₂₀H₂₁F₂N₃O₅
Molecular Weight:421.401
Hs Code.:

Synonyms:(2S,4R,5R)-2-azido-4-O-benzyl-3,3-difluoro-5,6-dihydroxyhex-1-yl benzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,4R,5R)-2-azido-4-O-benzyl-3,3-difluoro-5,6-dihydroxyhex-1-yl benzoate

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Technology Process of (2S,4R,5R)-2-azido-4-O-benzyl-3,3-difluoro-5,6-dihydroxyhex-1-yl benzoate

There total 5 articles about (2S,4R,5R)-2-azido-4-O-benzyl-3,3-difluoro-5,6-dihydroxyhex-1-yl benzoate 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:

: 889664-02-2
(2S,4R)-2-azido-4-O-benzyl-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3,3-difluorobut-1-yl benzoate

: 889664-03-3
(2S,4R,5R)-2-azido-4-O-benzyl-3,3-difluoro-5,6-dihydroxyhex-1-yl benzoate

Guidance literature:: With acetic acid; at 50 ℃; for 3h;
DOI:10.1021/jm060066q

Reference yield:

: Benzoic acid (2R,4R)-4-benzyloxy-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-difluoro-2-trifluoromethanesulfonyloxy-butyl ester

: 889664-03-3
(2S,4R,5R)-2-azido-4-O-benzyl-3,3-difluoro-5,6-dihydroxyhex-1-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium azide / dimethylformamide / 20 °C

2: aq. AcOH / 3 h / 50 °C

With sodium azide; acetic acid; In N,N-dimethyl-formamide;
DOI:10.1021/jm060066q

Reference yield:

: 98-88-4
benzoyl chloride

: 889664-03-3
(2S,4R,5R)-2-azido-4-O-benzyl-3,3-difluoro-5,6-dihydroxyhex-1-yl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / CH₂Cl₂ / 2 h / -78 °C

2: pyridine / CH₂Cl₂ / 2 h / -25 °C

3: sodium azide / dimethylformamide / 20 °C

4: aq. AcOH / 3 h / 50 °C

With pyridine; sodium azide; acetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm060066q