(1R,3S)-(-)-3-[1-(N-allyl-N-but-3-enoylamino)-1-methylethyl]cyclohexanecarboxylic acid methyl ester

Base Information

• Chemical Name: (1R,3S)-(-)-3-[1-(N-allyl-N-but-3-enoylamino)-1-methylethyl]cyclohexanecarboxylic acid methyl ester
• CAS No.: 1107649-02-4
• Molecular Formula: C₁₈H₂₉NO₃
• Molecular Weight: 307.433

Synonyms:(1R,3S)-(-)-3-[1-(N-allyl-N-but-3-enoylamino)-1-methylethyl]cyclohexanecarboxylic acid methyl ester

Chemical Property of (1R,3S)-(-)-3-[1-(N-allyl-N-but-3-enoylamino)-1-methylethyl]cyclohexanecarboxylic acid methyl ester

Chemical Property:

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Technology Process of (1R,3S)-(-)-3-[1-(N-allyl-N-but-3-enoylamino)-1-methylethyl]cyclohexanecarboxylic acid methyl ester

There total 4 articles about (1R,3S)-(-)-3-[1-(N-allyl-N-but-3-enoylamino)-1-methylethyl]cyclohexanecarboxylic acid methyl 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: 61.0%

but-3-enoic acid (625-38-7) + (1R,3S)-(-)-3-(1-allylamino-1-methylethyl)cyclohexanecarboxylic acid methyl ester (1107648-85-0) → (1R,3S)-(-)-3-[1-(N-allyl-N-but-3-enoylamino)-1-methylethyl]cyclohexanecarboxylic acid methyl ester (1107649-02-4)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.bmcl.2010.01.139

Reference yield: 61.0%

but-3-enoyl chloride (1470-91-3) + (1R,3S)-(-)-3-(1-allylamino-1-methylethyl)cyclohexanecarboxylic acid methyl ester (1107648-85-0) → (1R,3S)-(-)-3-[1-(N-allyl-N-but-3-enoylamino)-1-methylethyl]cyclohexanecarboxylic acid methyl ester (1107649-02-4)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2013.01.001

Reference yield:

(1R,3S)-(-)-3-(1-methyl-1-nitroethyl)cyclohexanecarboxylic acid methyl ester (1107648-80-5) → (1R,3S)-(-)-3-[1-(N-allyl-N-but-3-enoylamino)-1-methylethyl]cyclohexanecarboxylic acid methyl ester (1107649-02-4)

Guidance literature:

Multi-step reaction with 3 steps

1: dihydrogen hexachloroplatinate; hydrogen / methanol

2: sodium hydrogencarbonate / acetonitrile

3: triethylamine / dichloromethane

With dihydrogen hexachloroplatinate; hydrogen; sodium hydrogencarbonate; triethylamine; In methanol; dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2013.01.001

upstream raw materials:

but-3-enoic acid

(1R,3S)-(-)-3-(1-allylamino-1-methylethyl)cyclohexanecarboxylic acid methyl ester

C₁₁H₂₁NO₂

but-3-enoyl chloride

Downstream raw materials:

(1R,3S)-3-[1-methyl-1-(6-oxo-3,6-dihydro-2H-pyridin-1-yl)-ethyl]-cyclohexane-carboxylic acid methyl ester

C₁₆H₂₇NO₃

C₁₅H₂₅NO₃

(1R,3S)-3-[1-methyl-1-(2-oxo-piperidin-1-yl)-ethyl]-cyclohexanecarboxylic acid [(1S,2R)-1-benzyl-2-hydroxy-3-(3-isopropyl-benzylamino)-propyl]-amide

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