(5R,6S,7S,8S)-7,8-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-6-ol

Base Information

Chemical Name:(5R,6S,7S,8S)-7,8-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-6-ol
CAS No.:916495-07-3
Molecular Formula:C₂₉H₃₀N₂O₄
Molecular Weight:470.568
Hs Code.:

Synonyms:(5R,6S,7S,8S)-7,8-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-6-ol

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Chemical Property of (5R,6S,7S,8S)-7,8-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-6-ol

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Technology Process of (5R,6S,7S,8S)-7,8-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-6-ol

There total 4 articles about (5R,6S,7S,8S)-7,8-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-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: 78.0%

: 916495-06-2
5-amino-4-O-acetyl-2,3,6-tri-O-benzyl-5-deoxy-D-galactono-1,5-thiolactam

: 22483-09-6
2,2-dimethoxyethylamine

: 916495-07-3
(5R,6S,7S,8S)-7,8-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-6-ol

Guidance literature:: 5-amino-4-O-acetyl-2,3,6-tri-O-benzyl-5-deoxy-D-galactono-1,5-thiolactam; 2,2-dimethoxyethylamine; With mercury(II) diacetate; In tetrahydrofuran; for 2h;

With toluene-4-sulfonic acid; In water; toluene; at 75 ℃; for 24h;
DOI:10.1002/hlca.200690191

Reference yield:

: 916494-99-0
5-amino-2,3-di-O-benzyl-4,6-O-benzylidene-5-deoxy-D-galactono-1,5-lactam

: 916495-07-3
(5R,6S,7S,8S)-7,8-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-6-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / 4A MS; Et₃SiH; TfOH / CH₂Cl₂ / 1 h / -78 °C

2.1: 99 percent / pyridine / 2 h

3.1: 90 percent / Lawesson's reagent / toluene / 0.5 h / 80 °C

4.1: Hg(OAc)2 / tetrahydrofuran / 2 h

4.2: 78 percent / TsOH*H₂O / toluene; H₂O / 24 h / 75 °C

With Lawessons reagent; pyridine; triethylsilane; trifluorormethanesulfonic acid; mercury(II) diacetate; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/hlca.200690191

Reference yield:

: 916495-00-6
5-amino-2,3,6-tri-O-benzyl-5-deoxy-D-galactono-1,5-lactam

: 916495-07-3
(5R,6S,7S,8S)-7,8-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-6-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / pyridine / 2 h

2.1: 90 percent / Lawesson's reagent / toluene / 0.5 h / 80 °C

3.1: Hg(OAc)2 / tetrahydrofuran / 2 h

3.2: 78 percent / TsOH*H₂O / toluene; H₂O / 24 h / 75 °C

With Lawessons reagent; pyridine; mercury(II) diacetate; In tetrahydrofuran; toluene;
DOI:10.1002/hlca.200690191