(2R,4aR,7R,8R,8aS)-7-azido-8-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-ol

Base Information

Chemical Name:(2R,4aR,7R,8R,8aS)-7-azido-8-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-ol
CAS No.:138688-77-4
Molecular Formula:C₂₀H₂₁N₃O₅
Molecular Weight:383.404
Hs Code.:

Synonyms:(2R,4aR,7R,8R,8aS)-7-azido-8-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-ol

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Chemical Property of (2R,4aR,7R,8R,8aS)-7-azido-8-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-ol

Chemical Property:

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Technology Process of (2R,4aR,7R,8R,8aS)-7-azido-8-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-ol

There total 3 articles about (2R,4aR,7R,8R,8aS)-7-azido-8-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-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:

: 110522-37-7,124579-04-0,128442-04-6,124579-02-8
1,5-anhydro-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-arabino-hex-1-enitol

: 138688-77-4
(2R,4aR,7R,8R,8aS)-7-azido-8-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-ol

: (2R,4aR,7R,8R,8aS)-7-azido-8-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-ol

Guidance literature:: With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trimethylsilylazide; water; tetra(n-butyl)ammonium hydrogensulfate; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane; at 0 ℃; Overall yield = 59 %; Overall yield = 140 mg; regiospecific reaction; Inert atmosphere;
DOI:10.1021/acs.orglett.8b00814

Reference yield:

: thexyldimethylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 138688-77-4
(2R,4aR,7R,8R,8aS)-7-azido-8-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-ol

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at -40 ℃; for 4h;
DOI:10.1016/S0040-4020(99)00526-8

Reference yield:

: (2R,4aR,7R,8R,8aS)-7-Azido-8-benzyloxy-6-nitrooxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 138688-77-4
(2R,4aR,7R,8R,8aS)-7-azido-8-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-ol

: (2R,4aR,7R,8R,8aS)-7-azido-8-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-ol

Guidance literature:: With thiophenol; N-ethyl-N,N-diisopropylamine; In acetonitrile; for 0.0833333h; Title compound not separated from byproducts; Ambient temperature;
DOI:10.1016/0008-6215(95)00346-0