(2S,4S)-3-oxa-2-butyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanoic acid

Base Information

• Chemical Name: (2S,4S)-3-oxa-2-butyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanoic acid
• CAS No.: 130336-10-6
• Molecular Formula: C₂₂H₃₃NO₆
• Molecular Weight: 407.507

Synonyms:(2S,4S)-3-oxa-2-butyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanoic acid

Chemical Property of (2S,4S)-3-oxa-2-butyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (2S,4S)-3-oxa-2-butyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanoic acid

There total 13 articles about (2S,4S)-3-oxa-2-butyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanoic acid 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: 60.0%

(R)-(+)-2-bromohexanoic acid (616-05-7,2681-83-6,91423-84-6,91423-83-5) + 4-(1,3-dioxabutyl)piperidine amide of L-phenyllactic acid (130316-86-8) → (2R,4S)-3-oxa-2-butyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanoic acid (130336-10-6) + (2S,4S)-3-oxa-2-butyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanoic acid (130336-10-6)

Guidance literature:

With sodium hydride; Multistep reaction; 1.) THF, DMF, 45 deg C, 3 h, 2.) THF, 45 deg C , 45 min;

DOI:10.1021/jm00088a006

Reference yield: 60.0%

(R)-(+)-2-bromohexanoic acid (616-05-7,2681-83-6,91423-84-6,91423-83-5) + 4-(1,3-dioxabutyl)piperidine amide of L-phenyllactic acid (130316-86-8) → (2R,4S)-3-oxa-2-butyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanoic acid (130336-10-6) + (2S,4S)-3-oxa-2-butyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanoic acid (130336-10-6)

Guidance literature:

With sodium hydride; Multistep reaction; 1.) THF, DMF, 45 deg C, 3 h, 2.) THF, 45 deg C , 45 min;

DOI:10.1021/jm00088a006

Reference yield: 43.0%

2-bromohexanoic acid (616-05-7) + 4-(1,3-dioxabutyl)piperidine amide of L-phenyllactic acid (130316-86-8) → (2S,4S)-3-oxa-2-butyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanoic acid (130336-10-6)

Guidance literature:

In tetrahydrofuran;

upstream raw materials:

(R)-(+)-2-bromohexanoic acid

4-(1,3-dioxabutyl)piperidine amide of L-phenyllactic acid

4-HYDROXYPIPERIDINE

L-3-phenyllactic acid

Downstream raw materials:

(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-hexanoic acid ((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-amide

(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-hexanoic acid ((1S,2S,4S)-1-cyclohexylmethyl-2-hydroxy-4-methanesulfonylamino-5-methyl-hexyl)-amide

(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-hexanoic acid ((1S,2S,4S)-1-cyclohexylmethyl-2-hydroxy-5-methyl-4-pentanoylamino-hexyl)-amide

(2S,4S,5S)-5-{(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-hexanoylamino}-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanoic acid (2-dimethylamino-ethyl)-amide

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