Imidazole-1-carbothioic acid O-[((2S,3S,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-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-[((2S,3S,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl)-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl] ester
CAS No.:503456-90-4
Molecular Formula:C₆₇H₇₀N₂O₁₁S
Molecular Weight:1111.37
Hs Code.:

Imidazole-1-carbothioic acid O-[((2S,3S,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-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-[((2S,3S,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-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-[((2S,3S,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-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-[((2S,3S,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-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-[((2S,3S,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-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: 82.0%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 503456-89-1
methyl 2,3,6-tri-O-benzyl-4-deoxy-4-C-[(2',3',4',6'-tetra-O-benzyl-α-D-mannopyranosyl)(hydroxy)methyl]-α-D-mannopyranoside

: 503456-90-4
Imidazole-1-carbothioic acid O-[((2S,3S,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl)-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl] ester

Guidance literature:: In acetonitrile; Heating;
DOI:10.1021/jo020585a

Reference yield:

: 3396-68-7,6344-46-3
methyl 2,3,6-tri-O-benzoyl-α-D-mannopyranoside

: 503456-90-4
Imidazole-1-carbothioic acid O-[((2S,3S,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-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 8 steps

1.1: 71 percent / tetrahydrofuran / Heating

2.1: 79 percent / dilauroyl peroxide / benzene / Heating

3.1: MeOH; NaOMe / 5 h / 20 °C

4.1: 367 mg / NaH / dimethylformamide / 0 °C

5.1: 91 percent / potassium carbonate / rhodium trichloride trihydrate / aq. ethanol / 2.5 h / Heating

6.1: ozone / CH₂Cl₂; methanol / -78 °C

6.2: 85 percent / triphenylphosphine / CH₂Cl₂; methanol / 1.17 h / -78 - 20 °C

7.1: 55 percent / samarium diiodide / tetrahydrofuran / 0.17 h / 20 °C

8.1: 82 percent / acetonitrile / Heating

With methanol; samarium diiodide; dilauryl peroxide; sodium methylate; sodium hydride; potassium carbonate; ozone; rhodium(III) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo020585a

Reference yield:

: 100-39-0
benzyl bromide

: 503456-90-4
Imidazole-1-carbothioic acid O-[((2S,3S,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-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: 367 mg / NaH / dimethylformamide / 0 °C

2.1: 91 percent / potassium carbonate / rhodium trichloride trihydrate / aq. ethanol / 2.5 h / Heating

3.1: ozone / CH₂Cl₂; methanol / -78 °C

3.2: 85 percent / triphenylphosphine / CH₂Cl₂; methanol / 1.17 h / -78 - 20 °C

4.1: 55 percent / samarium diiodide / tetrahydrofuran / 0.17 h / 20 °C

5.1: 82 percent / acetonitrile / Heating

With samarium diiodide; sodium hydride; potassium carbonate; ozone; rhodium(III) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo020585a