(6R,7S,8S)-8-Benzyloxy-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-6,7-diol

Base Information

Chemical Name:(6R,7S,8S)-8-Benzyloxy-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-6,7-diol
CAS No.:340699-20-9
Molecular Formula:C₁₄H₁₆N₂O₃
Molecular Weight:260.293
Hs Code.:

Synonyms:(6R,7S,8S)-8-Benzyloxy-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-6,7-diol

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Chemical Property of (6R,7S,8S)-8-Benzyloxy-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-6,7-diol

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Technology Process of (6R,7S,8S)-8-Benzyloxy-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-6,7-diol

There total 8 articles about (6R,7S,8S)-8-Benzyloxy-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-6,7-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:

: Toluene-4-sulfonic acid (2R,3S,4S)-4-benzyloxy-2,3-dihydroxy-4-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-butyl ester

: 340699-20-9
(6R,7S,8S)-8-Benzyloxy-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-6,7-diol

Guidance literature:: With sodium hydroxide; In water; at 60 ℃; for 16h;
DOI:10.1016/S0040-4039(99)01003-5

Reference yield:

: 14686-88-5
3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-erythro-hex-3-enofuranose

: 340699-20-9
(6R,7S,8S)-8-Benzyloxy-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-6,7-diol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 98 percent / H₂ / 5percent Rh/Al₂O₃ / ethyl acetate / 0.75 h / 20 °C / 37503.8 Torr

2.1: Bu₄NI; NaOMe / tetrahydrofuran / 4.5 h / 0 - 20 °C

3.1: 5.30 g / 14 h / 50 °C

4.1: ethanol; H₂O / 4 h / 75 °C

5.1: 40 percent / liquid ammonia / 48 h / 80 °C / 33753.4 Torr

6.1: pyridine / 14 h / -10 °C

6.2: H₂O; methanol / 1 h / -5 °C

7.1: 542 mg / 1M NaOH / acetone / 14 h / 60 °C

With sodium hydroxide; hydrogen; sodium methylate; tetra-(n-butyl)ammonium iodide; 5percent Rh/Al₂O₃; In tetrahydrofuran; pyridine; ethanol; ammonia; water; ethyl acetate; acetone;
DOI:10.1002/1099-0690(200104)2001:7<1335::AID-EJOC1335>3.0.CO;2-Z

Reference yield:

: 237749-86-9
(2R,3S,4S)-4-Benzyloxy-4-(1H-imidazol-4-yl)-butane-1,2,3-triol

: 340699-20-9
(6R,7S,8S)-8-Benzyloxy-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-6,7-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine / 14 h / -10 °C

1.2: H₂O; methanol / 1 h / -5 °C

2.1: 542 mg / 1M NaOH / acetone / 14 h / 60 °C

With sodium hydroxide; In pyridine; acetone;
DOI:10.1002/1099-0690(200104)2001:7<1335::AID-EJOC1335>3.0.CO;2-Z