[(5R,6S)-1-Benzyl-5-benzyloxy-6-benzyloxymethyl-piperidin-(2E)-ylidene]-acetic acid methyl ester

Base Information

Chemical Name:[(5R,6S)-1-Benzyl-5-benzyloxy-6-benzyloxymethyl-piperidin-(2E)-ylidene]-acetic acid methyl ester
CAS No.:239802-19-8
Molecular Formula:C₃₀H₃₃NO₄
Molecular Weight:471.596
Hs Code.:

Synonyms:[(5R,6S)-1-Benzyl-5-benzyloxy-6-benzyloxymethyl-piperidin-(2E)-ylidene]-acetic acid methyl ester

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Chemical Property of [(5R,6S)-1-Benzyl-5-benzyloxy-6-benzyloxymethyl-piperidin-(2E)-ylidene]-acetic acid methyl ester

Chemical Property:

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Technology Process of [(5R,6S)-1-Benzyl-5-benzyloxy-6-benzyloxymethyl-piperidin-(2E)-ylidene]-acetic acid methyl ester

There total 12 articles about [(5R,6S)-1-Benzyl-5-benzyloxy-6-benzyloxymethyl-piperidin-(2E)-ylidene]-acetic 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: 92.0%

: 96-32-2
bromoacetic acid methyl ester

: 165882-43-9
(5R,6S)-1-Benzyl-5-benzyloxy-6-benzyloxymethyl-piperidine-2-thione

: 239802-19-8
[(5R,6S)-1-Benzyl-5-benzyloxy-6-benzyloxymethyl-piperidin-(2E)-ylidene]-acetic acid methyl ester

Guidance literature:: With triethylamine; triphenylphosphine; In acetonitrile; Heating;
DOI:10.1021/jo990397t

Reference yield:

: 92912-21-5
ethyl 1-benzyl-3,6-dioxo-2-piperidinecarboxylate

: 239802-19-8
[(5R,6S)-1-Benzyl-5-benzyloxy-6-benzyloxymethyl-piperidin-(2E)-ylidene]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 88 percent / baker's yeast / H₂O

2: 98 percent / Huenig base / CHCl₃ / Heating

3: 96 percent / Super-Hydride / tetrahydrofuran / 0 °C

4: 95 percent / n-Bu₃P, pyridine

5: 95 percent / Raney Ni (W-4) / ethanol

6: conc. HCl / methanol

7: 96 percent / NaH / dimethylformamide; benzene

8: conc. HCl / methanol / Heating

9: PCC, AcONa / CH₂Cl₂

10: 79 percent / KOH, MS 4A / tetrahydrofuran

11: 94 percent / Lawesson's reagent / tetrahydrofuran / Heating

12: 92 percent / PPh₃, Et₃N / acetonitrile / Heating

With Lawessons reagent; pyridine; hydrogenchloride; potassium hydroxide; baker's yeast; tributylphosphine; Raney Ni (W-4); sodium acetate; sodium hydride; lithium triethylborohydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo990397t

Reference yield:

: 165672-46-8
(2R,3S)-1-Benzyl-3-hydroxy-6-oxo-piperidine-2-carboxylic acid ethyl ester

: 239802-19-8
[(5R,6S)-1-Benzyl-5-benzyloxy-6-benzyloxymethyl-piperidin-(2E)-ylidene]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 98 percent / Huenig base / CHCl₃ / Heating

2: 96 percent / Super-Hydride / tetrahydrofuran / 0 °C

3: 95 percent / n-Bu₃P, pyridine

4: 95 percent / Raney Ni (W-4) / ethanol

5: conc. HCl / methanol

6: 96 percent / NaH / dimethylformamide; benzene

7: conc. HCl / methanol / Heating

8: PCC, AcONa / CH₂Cl₂

9: 79 percent / KOH, MS 4A / tetrahydrofuran

10: 94 percent / Lawesson's reagent / tetrahydrofuran / Heating

11: 92 percent / PPh₃, Et₃N / acetonitrile / Heating

With Lawessons reagent; pyridine; hydrogenchloride; potassium hydroxide; tributylphosphine; Raney Ni (W-4); sodium acetate; sodium hydride; lithium triethylborohydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo990397t