(2S,3R,4R)-3,4-Bis-benzyloxy-4-(2,5-diiodo-1H-imidazol-4-yl)-butane-1,2-diol

Base Information

Chemical Name:(2S,3R,4R)-3,4-Bis-benzyloxy-4-(2,5-diiodo-1H-imidazol-4-yl)-butane-1,2-diol
CAS No.:607357-25-5
Molecular Formula:C₂₁H₂₂I₂N₂O₄
Molecular Weight:620.226
Hs Code.:

Synonyms:(2S,3R,4R)-3,4-Bis-benzyloxy-4-(2,5-diiodo-1H-imidazol-4-yl)-butane-1,2-diol

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Chemical Property of (2S,3R,4R)-3,4-Bis-benzyloxy-4-(2,5-diiodo-1H-imidazol-4-yl)-butane-1,2-diol

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Technology Process of (2S,3R,4R)-3,4-Bis-benzyloxy-4-(2,5-diiodo-1H-imidazol-4-yl)-butane-1,2-diol

There total 5 articles about (2S,3R,4R)-3,4-Bis-benzyloxy-4-(2,5-diiodo-1H-imidazol-4-yl)-butane-1,2-diol 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: 93.0%

: 607357-24-4
(2S,3R,4R)-3,4-Bis-benzyloxy-4-(1H-imidazol-4-yl)-butane-1,2-diol

: 607357-25-5
(2S,3R,4R)-3,4-Bis-benzyloxy-4-(2,5-diiodo-1H-imidazol-4-yl)-butane-1,2-diol

Guidance literature:: With N-iodo-succinimide; In acetonitrile; at 20 ℃; for 12h;
DOI:10.1002/ejoc.200300190

Reference yield:

: 100906-42-1
2-O-benzyl-3,4-O-isopropylidene-L-threose

: 607357-25-5
(2S,3R,4R)-3,4-Bis-benzyloxy-4-(2,5-diiodo-1H-imidazol-4-yl)-butane-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: EtMgBr / diethyl ether; CH₂Cl₂ / 0.5 h / 20 °C

1.2: CH₂Cl₂; diethyl ether / 2 h / 20 °C

1.3: 69 percent / MnO₂ / CH₂Cl₂ / 1.5 h / 20 °C

2.1: L-selectride / tetrahydrofuran / 1 h / -78 °C

2.2: NaH / tetrahydrofuran / 0 °C

2.3: Bu₄NI / tetrahydrofuran / 12 h / 40 °C

3.1: aq. HCl / tetrahydrofuran / 4 h / Heating

4.1: 93 percent / NIS / acetonitrile / 12 h / 20 °C

With hydrogenchloride; N-iodo-succinimide; ethylmagnesium bromide; L-Selectride; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200300190

Reference yield:

: 607357-20-0
(1R,2R,3S)-1,2-O-dibenzyl-4-triphenylmethyl-1-<1'-triphenylmethyl-1'H-imidazol-4'-yl>butane-1,2,3,4-tetrol

: 607357-25-5
(2S,3R,4R)-3,4-Bis-benzyloxy-4-(2,5-diiodo-1H-imidazol-4-yl)-butane-1,2-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / aq. HCl / ethanol / 1.5 h / 65 °C

2: 93 percent / NIS / acetonitrile / 12 h / 20 °C

With hydrogenchloride; N-iodo-succinimide; In ethanol; acetonitrile;
DOI:10.1002/ejoc.200300190