(2R,3S,4R)-3,4-bis(benzyloxy)-4-<1'-(triphenylmethyl)-1'H-imidazol-4'-yl>-1-(triphenylmethoxy)butan-2-ol

Base Information

• Chemical Name: (2R,3S,4R)-3,4-bis(benzyloxy)-4-<1'-(triphenylmethyl)-1'H-imidazol-4'-yl>-1-(triphenylmethoxy)butan-2-ol
• CAS No.: 136768-19-9
• Molecular Formula: C₅₉H₅₂N₂O₄
• Molecular Weight: 853.073

Synonyms:(2R,3S,4R)-3,4-bis(benzyloxy)-4-<1'-(triphenylmethyl)-1'H-imidazol-4'-yl>-1-(triphenylmethoxy)butan-2-ol

Chemical Property of (2R,3S,4R)-3,4-bis(benzyloxy)-4-<1'-(triphenylmethyl)-1'H-imidazol-4'-yl>-1-(triphenylmethoxy)butan-2-ol

Chemical Property:

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Technology Process of (2R,3S,4R)-3,4-bis(benzyloxy)-4-<1'-(triphenylmethyl)-1'H-imidazol-4'-yl>-1-(triphenylmethoxy)butan-2-ol

There total 3 articles about (2R,3S,4R)-3,4-bis(benzyloxy)-4-<1'-(triphenylmethyl)-1'H-imidazol-4'-yl>-1-(triphenylmethoxy)butan-2-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: 74.0%

benzyl bromide (100-39-0) + (1R,2S,3R)-4-(triphenylmethoxy)-1-<1'-(triphenylmethyl)-1'H-imidazol-4'-yl>butane-1,2,3-triol (136768-15-5) → (2R,3S,4R)-3,4-bis(benzyloxy)-4-<1'-(triphenylmethyl)-1'H-imidazol-4'-yl>-1-(triphenylmethoxy)butan-2-ol (136768-19-9)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at -5 ℃; for 24h;

DOI:10.1002/hlca.19910740503

Reference yield:

1-C-(1H-imidazol-4-yl)-D-arabino-tetritol hydrochloride → (2R,3S,4R)-3,4-bis(benzyloxy)-4-<1'-(triphenylmethyl)-1'H-imidazol-4'-yl>-1-(triphenylmethoxy)butan-2-ol (136768-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / Et₃N / tetrahydrofuran / Ambient temperature; 1) 20 h, 2) CHCl₃, 24 h

2: 74 percent / NaH, Bu₄NI / tetrahydrofuran / 24 h / -5 °C

With tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; In tetrahydrofuran;

DOI:10.1002/hlca.19910740503

Reference yield:

trityl chloride (76-83-5) → (2R,3S,4R)-3,4-bis(benzyloxy)-4-<1'-(triphenylmethyl)-1'H-imidazol-4'-yl>-1-(triphenylmethoxy)butan-2-ol (136768-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / Et₃N / tetrahydrofuran / Ambient temperature; 1) 20 h, 2) CHCl₃, 24 h

2: 74 percent / NaH, Bu₄NI / tetrahydrofuran / 24 h / -5 °C

With tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; In tetrahydrofuran;

DOI:10.1002/hlca.19910740503

upstream raw materials:

benzyl bromide

(1R,2S,3R)-4-(triphenylmethoxy)-1-<1'-(triphenylmethyl)-1'H-imidazol-4'-yl>butane-1,2,3-triol

trityl chloride

Downstream raw materials:

(2R,3S,4R)-3,4-bis(benzyloxy)-4-<1'H-imidazol-4'-yl>butane-1,2-diol

(5S,6R,7R)-6,7-bis(benzyloxy)-6,7-dihydro-5H-pyrrolo<1,2-c>imidazol-5-methanol

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