methyl (phenyl 3-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate

Base Information

Chemical Name:methyl (phenyl 3-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate
CAS No.:914955-02-5
Molecular Formula:C₂₉H₃₀O₇S
Molecular Weight:522.619
Hs Code.:

Synonyms:methyl (phenyl 3-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate

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Chemical Property of methyl (phenyl 3-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate

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Technology Process of methyl (phenyl 3-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate

There total 6 articles about methyl (phenyl 3-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate 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:

: C₃₈H₅₆O₅SSi₂

: 914955-02-5
methyl (phenyl 3-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.35 g / p-TsOH / methanol / 10 h / Heating

2: 63 percent / TEMPO; BAIB / CH₂Cl₂; H₂O / 0 - 20 °C

3: Amberlite IR₁₂₀ H⁽¹⁺⁾ resin / 4 h / Heating

4: 156 mg / 12 / 8 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid; In methanol; dichloromethane; water;
DOI:10.1021/ja064787q

Reference yield:

: C₂₄H₄₄O₅SSi₂

: 914955-02-5
methyl (phenyl 3-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide / 12 h / 0 °C

2: 1.35 g / p-TsOH / methanol / 10 h / Heating

3: 63 percent / TEMPO; BAIB / CH₂Cl₂; H₂O / 0 - 20 °C

4: Amberlite IR₁₂₀ H⁽¹⁺⁾ resin / 4 h / Heating

5: 156 mg / 12 / 8 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; sodium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja064787q

Reference yield:

: 2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-63-1,105088-17-3,149495-84-1,77481-62-0
(2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 914955-02-5
methyl (phenyl 3-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside)uronate

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole / dimethylformamide / 8 h / 20 °C

2: NaH / dimethylformamide / 12 h / 0 °C

3: 1.35 g / p-TsOH / methanol / 10 h / Heating

4: 63 percent / TEMPO; BAIB / CH₂Cl₂; H₂O / 0 - 20 °C

5: Amberlite IR₁₂₀ H⁽¹⁺⁾ resin / 4 h / Heating

6: 156 mg / 12 / 8 h / 20 °C

With 1H-imidazole; 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; sodium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja064787q