1L-(1,2,4/3,5)-5-acetamido-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-1,2,3,4-cyclohexanetetraol

Base Information

Chemical Name:1L-(1,2,4/3,5)-5-acetamido-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-1,2,3,4-cyclohexanetetraol
CAS No.:183505-16-0
Molecular Formula:C₁₇H₂₅NO₁₀
Molecular Weight:403.386
Hs Code.:

Synonyms:1L-(1,2,4/3,5)-5-acetamido-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-1,2,3,4-cyclohexanetetraol

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Chemical Property of 1L-(1,2,4/3,5)-5-acetamido-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-1,2,3,4-cyclohexanetetraol

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Technology Process of 1L-(1,2,4/3,5)-5-acetamido-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-1,2,3,4-cyclohexanetetraol

There total 8 articles about 1L-(1,2,4/3,5)-5-acetamido-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-1,2,3,4-cyclohexanetetraol 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: 80.0%

: 108-24-7
acetic anhydride

: 141042-85-5
(1S)-(1(OH),2,4/1,3,5)-5-Amino-1-C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol

: 183505-16-0
1L-(1,2,4/3,5)-5-acetamido-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-1,2,3,4-cyclohexanetetraol

Guidance literature:: With dmap; In pyridine; Ambient temperature;
DOI:10.1021/jo9607828

Reference yield: 68.0%

: 108-24-7
acetic anhydride

: 694527-30-5
1L-(1,2,4/3,5)-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-5-azido-1,2,3,4-cyclohexanetetrol

: 183505-16-0
1L-(1,2,4/3,5)-5-acetamido-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-1,2,3,4-cyclohexanetetraol

Guidance literature:: With hydrogen; Raney nickel T-4; at 20 ℃; for 8h;
DOI:10.1039/b314795a

Reference yield:

: 693245-37-3
(1S,3R,6S,8R,9S,10R)-3-phenyl-2,4-dioxabicyclo[4.4.0]decane-6,8,9,10-tetrol

: 183505-16-0
1L-(1,2,4/3,5)-5-acetamido-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-1,2,3,4-cyclohexanetetraol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 41 percent / TsOH*H₂O / dimethylformamide / 4 h / 20 °C

2.1: 100 percent / pyridine; DMAP / 16 h / 20 °C

3.1: aq. HCl / 0.5 h / 60 °C

4.1: 25 mg / pyridine / 17 h / 20 °C

5.1: aq. NaN₃ / 2-methoxy-ethanol / 21 h / 120 °C

5.2: 65 percent / pyridine / 1 h / 20 °C

6.1: 68 percent / H₂ / Raney nickel T-4 / 8 h / 20 °C

With pyridine; hydrogenchloride; dmap; sodium azide; hydrogen; toluene-4-sulfonic acid; Raney nickel T-4; In 2-methoxy-ethanol; N,N-dimethyl-formamide;
DOI:10.1039/b314795a