DL-(1,2,4/3,5)-4-acetamido-5-acetoxymethyl-1,2,3-tri-O-acetyl-1,2,3-cyclohexanetriol

Base Information

Chemical Name:DL-(1,2,4/3,5)-4-acetamido-5-acetoxymethyl-1,2,3-tri-O-acetyl-1,2,3-cyclohexanetriol
CAS No.:125258-30-2
Molecular Formula:C₁₇H₂₅NO₉
Molecular Weight:387.387
Hs Code.:

Synonyms:DL-(1,2,4/3,5)-4-acetamido-5-acetoxymethyl-1,2,3-tri-O-acetyl-1,2,3-cyclohexanetriol

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Chemical Property of DL-(1,2,4/3,5)-4-acetamido-5-acetoxymethyl-1,2,3-tri-O-acetyl-1,2,3-cyclohexanetriol

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Technology Process of DL-(1,2,4/3,5)-4-acetamido-5-acetoxymethyl-1,2,3-tri-O-acetyl-1,2,3-cyclohexanetriol

There total 6 articles about DL-(1,2,4/3,5)-4-acetamido-5-acetoxymethyl-1,2,3-tri-O-acetyl-1,2,3-cyclohexanetriol 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: 76.0%

: 125258-24-4
DL-(1,2,4/3,5)-4-acetamido-5-acetoxymethyl-1,2,3-tri-O-benzyl-1,2,3-cyclohexanetriol

: 125258-30-2
DL-(1,2,4/3,5)-4-acetamido-5-acetoxymethyl-1,2,3-tri-O-acetyl-1,2,3-cyclohexanetriol

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol;
DOI:10.1016/0008-6215(89)85057-8

Reference yield:

: DL-(1,2,4/3,5)-4-azido-1,2,3-tri-O-benzyl-5-hydroxymethyl-1,2,3-cyclohexanetriol

: 125258-30-2
DL-(1,2,4/3,5)-4-acetamido-5-acetoxymethyl-1,2,3-tri-O-acetyl-1,2,3-cyclohexanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) H₂, / 1.) Raney-Ni T-4, / 1.) EtOH, RT; 2 d,

2: 76 percent / H₂, / 10percent Pd/C, / ethanol

With hydrogen; palladium on activated charcoal; Raney-Ni T-4; In ethanol;
DOI:10.1016/0008-6215(89)85057-8

Reference yield:

: 125258-15-3
Benzoic acid (1S,2R,3S,4R,5R)-3,4,5-tris-benzyloxy-2-methanesulfonyloxy-cyclohexylmethyl ester

: 125258-30-2
DL-(1,2,4/3,5)-4-acetamido-5-acetoxymethyl-1,2,3-tri-O-acetyl-1,2,3-cyclohexanetriol

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / NaN₃, / dimethylformamide / 2 h / 120 °C

2: 100 percent / NaOMe, / methanol / 2 h / Ambient temperature

3: 1.) H₂, / 1.) Raney-Ni T-4, / 1.) EtOH, RT; 2 d,

4: 76 percent / H₂, / 10percent Pd/C, / ethanol

With sodium azide; hydrogen; sodium methylate; palladium on activated charcoal; Raney-Ni T-4; In methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(89)85057-8