Imidazole-1-carbothioic acid O-[((1R,2S,3S,4S,5R)-2,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl)-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl] ester

Base Information

Chemical Name:Imidazole-1-carbothioic acid O-[((1R,2S,3S,4S,5R)-2,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl)-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl] ester
CAS No.:251456-75-4
Molecular Formula:C₅₉H₆₀N₂O₁₀S
Molecular Weight:989.199
Hs Code.:

Imidazole-1-carbothioic acid O-[((1R,2S,3S,4S,5R)-2,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl)-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl] ester

Synonyms:Imidazole-1-carbothioic acid O-[((1R,2S,3S,4S,5R)-2,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl)-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl] ester

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Chemical Property of Imidazole-1-carbothioic acid O-[((1R,2S,3S,4S,5R)-2,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl)-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl] ester

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Technology Process of Imidazole-1-carbothioic acid O-[((1R,2S,3S,4S,5R)-2,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl)-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl] ester

There total 9 articles about Imidazole-1-carbothioic acid O-[((1R,2S,3S,4S,5R)-2,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl)-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl] ester 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:

: 188893-00-7
2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl 2'-pyridyl sulfone

: 251456-75-4
Imidazole-1-carbothioic acid O-[((1R,2S,3S,4S,5R)-2,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl)-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl] ester

Guidance literature:: Multi-step reaction with 2 steps

1: SmI₂ / diethyl ether / 20 °C

2: acetonitrile / Heating

With samarium diiodide; In diethyl ether; acetonitrile;
DOI:10.1021/jo020339z

Reference yield:

: 251456-74-3
(1R,2S,3S,4S,5R)-2,4-Bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane-3-carbaldehyde

: 251456-75-4
Imidazole-1-carbothioic acid O-[((1R,2S,3S,4S,5R)-2,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl)-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl] ester

Guidance literature:: Multi-step reaction with 2 steps

1: SmI₂ / diethyl ether / 20 °C

2: acetonitrile / Heating

With samarium diiodide; In diethyl ether; acetonitrile;
DOI:10.1021/jo020339z

Reference yield:

: 100-39-0
benzyl bromide

: 251456-75-4
Imidazole-1-carbothioic acid O-[((1R,2S,3S,4S,5R)-2,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl)-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl] ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 78 percent / NaH; (n-C₄H₉)4NI / tetrahydrofuran / 2 h / 0 °C

2.1: tetrahydrofuran / 8 h / Heating

2.2: 104 mg / NaH / dimethylformamide / 2 h / 0 °C

3.1: O₃

3.2: 100 percent / (C₆H₅)3P

4.1: SmI₂ / diethyl ether / 20 °C

5.1: acetonitrile / Heating

With samarium diiodide; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; In tetrahydrofuran; diethyl ether; acetonitrile;
DOI:10.1021/jo020339z