meso-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexane-1-acetaldehyde 1,3-propanediol acetal

Base Information

Chemical Name:meso-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexane-1-acetaldehyde 1,3-propanediol acetal
CAS No.:244153-92-2
Molecular Formula:C₁₇H₂₇NO₇
Molecular Weight:357.404
Hs Code.:

Synonyms:meso-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexane-1-acetaldehyde 1,3-propanediol acetal

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Chemical Property of meso-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexane-1-acetaldehyde 1,3-propanediol acetal

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Technology Process of meso-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexane-1-acetaldehyde 1,3-propanediol acetal

There total 5 articles about meso-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexane-1-acetaldehyde 1,3-propanediol acetal 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:

: 146073-16-7
2-(2-nitroethyl)-1,3-dioxane

: 244153-92-2
meso-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexane-1-acetaldehyde 1,3-propanediol acetal

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / 1,1,3,3-tetramethylguanidine / tetrahydrofuran

2: 81 percent / DMAP / CH₂Cl₂ / 2 h

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

4: 3.24 g / pyridine / 1 h / Heating

With pyridine; dmap; hydrogen; N,N,N',N'-tetramethylguanidine; nickel; In tetrahydrofuran; dichloromethane; 1: tandem Henry condensation / 2: Acetylation / 3: Reduction / 4: Acetylation;
DOI:10.1021/jo990293i

Reference yield:

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

: 244153-92-2
meso-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexane-1-acetaldehyde 1,3-propanediol acetal

Guidance literature:: Multi-step reaction with 3 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

With pyridine; dmap; hydrogen; nickel; In tetrahydrofuran; dichloromethane; 1: Acetylation / 2: Reduction / 3: Acetylation;
DOI:10.1021/jo990293i

Reference yield:

: 244153-90-0
meso-(1r,2R,6S)-2,6-diacetoxy-1-nitrocyclohexane-1-acetaldehyde 1,3-propanediol acetal

: 244153-92-2
meso-(1r,2R,6S)-1-acetamido-2,6-diacetoxycyclohexane-1-acetaldehyde 1,3-propanediol acetal

Guidance literature:: Multi-step reaction with 2 steps

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

2: 3.24 g / pyridine / 1 h / Heating

With pyridine; hydrogen; nickel; In tetrahydrofuran; 1: Reduction / 2: Acetylation;
DOI:10.1021/jo990293i