meso-(E)-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexanebutanoic acid ethyl ester

Base Information

Chemical Name:meso-(E)-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexanebutanoic acid ethyl ester
CAS No.:244153-96-6
Molecular Formula:C₁₈H₂₉NO₇
Molecular Weight:371.431
Hs Code.:

Synonyms:meso-(E)-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexanebutanoic acid ethyl ester

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Chemical Property of meso-(E)-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexanebutanoic acid ethyl ester

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Technology Process of meso-(E)-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexanebutanoic acid ethyl ester

There total 7 articles about meso-(E)-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexanebutanoic acid ethyl 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: 96.0%

: 244153-94-4
meso-(E)-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexane-2-butenoic acid ethyl ester

: 244153-96-6
meso-(E)-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexanebutanoic acid ethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 18h; under 760 Torr;
DOI:10.1021/jo990293i

Reference yield:

: 244153-85-3
meso-(1r,2R,6S)-1-nitrocyclohexane-2,6-diol-1-acetaldehyde 1,3-propanediol acetal

: 244153-96-6
meso-(E)-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexanebutanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / DMAP / CH₂Cl₂ / 2 h

2: hydrogen / Raney nickel / tetrahydrofuran / 14 h / 60 °C / 760 Torr

3: 3.24 g / pyridine / 1 h / Heating

4: aqueous acetic acid / 1 h / 20 °C / ultrasound

5: 144 mg / triethylamine / CH₂Cl₂ / 14 h / 20 °C

6: 96 percent / hydrogen / palladium on activated charcoal / methanol / 18 h / 20 °C / 760 Torr

With pyridine; dmap; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; nickel; In tetrahydrofuran; methanol; dichloromethane; 1: Acetylation / 2: Reduction / 3: Acetylation / 4: deacetalization / 5: Wittig olefination / 6: Catalytic hydrogenation;
DOI:10.1021/jo990293i

Reference yield:

: (1S,2R,3R)-2-Amino-2-[1,3]dioxan-2-ylmethyl-cyclohexane-1,3-diol

: 244153-96-6
meso-(E)-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexanebutanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 47.0 mg / pyridine / 1 h / Heating

2: aqueous acetic acid / 1 h / 20 °C / ultrasound

3: 144 mg / triethylamine / CH₂Cl₂ / 14 h / 20 °C

4: 96 percent / hydrogen / palladium on activated charcoal / methanol / 18 h / 20 °C / 760 Torr

With pyridine; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; 1: Acetylation / 2: deacetalization / 3: Wittig olefination / 4: Catalytic hydrogenation;
DOI:10.1021/jo990293i