1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-3-methyl-6-pentyl-2-[3-(phenylmethoxy)propyl]-, phenylmethyl ester, (2S,3R,6R)-

Base Information

• Chemical Name: 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-3-methyl-6-pentyl-2-[3-(phenylmethoxy)propyl]-, phenylmethyl ester, (2S,3R,6R)-
• CAS No.: 392246-18-3
• Molecular Formula: C₂₉H₃₉NO₃
• Molecular Weight: 449.634
• Mol file: 392246-18-3.mol

Synonyms:

Chemical Property of 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-3-methyl-6-pentyl-2-[3-(phenylmethoxy)propyl]-, phenylmethyl ester, (2S,3R,6R)-

Chemical Property:

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Useful:

Technology Process of 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-3-methyl-6-pentyl-2-[3-(phenylmethoxy)propyl]-, phenylmethyl ester, (2S,3R,6R)-

There total 2 articles about 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-3-methyl-6-pentyl-2-[3-(phenylmethoxy)propyl]-, phenylmethyl ester, (2S,3R,6R)- 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:

(+)-3R-1-(benzyloxycarbonyl)-3-hydroxy-5-methyl-1,2,3,6-tetrahydropyridine (392246-12-7) → (-)-(2S,3R,6R)-1-(benzyloxycarbonyl)-2-(3-benzyloxypropyl)-3-methyl-6-n-pentyl-1,2,3,6-tetrahydropyridine (392246-18-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / Et₃N; DMAP

With dmap; triethylamine;

DOI:10.1021/ja011635g

Reference yield:

3-benzyloxypropylmagnesium bromide (183312-54-1) + n-pentylmagnesium bromide (693-25-4) + (+)-(3R)-3-acetoxy-1-(benzyloxycarbonyl)-5-methyl-1,2,3,6-tetrahydropyridine (392246-17-2) → (-)-(2S,3R,6R)-1-(benzyloxycarbonyl)-2-(3-benzyloxypropyl)-3-methyl-6-n-pentyl-1,2,3,6-tetrahydropyridine (392246-18-3)

Guidance literature:

Multistep reaction.;

DOI:10.1021/ja011635g

upstream raw materials:

3-benzyloxypropylmagnesium bromide

n-pentylmagnesium bromide

(+)-(3R)-3-acetoxy-1-(benzyloxycarbonyl)-5-methyl-1,2,3,6-tetrahydropyridine

(+)-3R-1-(benzyloxycarbonyl)-3-hydroxy-5-methyl-1,2,3,6-tetrahydropyridine

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