<2S-<2α,3α,4β(R^*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-cyclohexylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride

Base Information

• Chemical Name: <2S-<2α,3α,4β(R^*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-cyclohexylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride
• CAS No.: 101032-74-0
• Molecular Formula: C₁₆H₂₇NO₄*ClH
• Molecular Weight: 333.856

Synonyms:<2S-<2α,3α,4β(R^*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-cyclohexylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride

Chemical Property of <2S-<2α,3α,4β(R^*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-cyclohexylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride

Chemical Property:

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Technology Process of <2S-<2α,3α,4β(R^*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-cyclohexylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride

There total 4 articles about <2S-<2α,3α,4β(R^*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-cyclohexylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride 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: 81.0%

<2S-<2α,3α,4β(R*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-phenylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride (81972-25-0) → <2S-<2α,3α,4β(R*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-cyclohexylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride (101032-74-0)

Guidance literature:

With hydrogen; trifluoroacetic acid; platinum on activated charcoal; In acetic acid; for 30h; under 7757.2 Torr; Ambient temperature;

DOI:10.1021/jo00359a021

Reference yield:

3-oxopentanedioic acid dimethyl ester (1830-54-2) → <2S-<2α,3α,4β(R*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-cyclohexylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride (101032-74-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) acetic acid / 1.) toluene, 60 deg C, 4 h, 2.) toluene, 25 deg C

2: 57 percent / H₂, 85percent aq. H₃PO₄ / 5percent Pt/C / acetic acid / 20 h / 15 - 20 °C / 51714.8 Torr

3: 81 percent / H₂, CF₃COOH / 5percent Pt/C / acetic acid / 30 h / 7757.2 Torr / Ambient temperature

With phosphoric acid; hydrogen; acetic acid; trifluoroacetic acid; platinum on activated charcoal; In acetic acid;

DOI:10.1021/jo00359a021

Reference yield:

(R)-1-phenyl-ethyl-amine (3886-69-9) → <2S-<2α,3α,4β(R*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-cyclohexylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride (101032-74-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) acetic acid / 1.) toluene, 60 deg C, 4 h, 2.) toluene, 25 deg C

2: 57 percent / H₂, 85percent aq. H₃PO₄ / 5percent Pt/C / acetic acid / 20 h / 15 - 20 °C / 51714.8 Torr

3: 81 percent / H₂, CF₃COOH / 5percent Pt/C / acetic acid / 30 h / 7757.2 Torr / Ambient temperature

With phosphoric acid; hydrogen; acetic acid; trifluoroacetic acid; platinum on activated charcoal; In acetic acid;

DOI:10.1021/jo00359a021

upstream raw materials:

<2S-<2α,3α,4β(R^*)>>-tetrahydro-2-methyl-6-oxo-4-<(1-phenylethyl)amino>-2H-pyran-3-carboxylic acid methyl ester hydrochloride

3-oxopentanedioic acid dimethyl ester

(R)-1-phenyl-ethyl-amine

-2-acetyl-3-<(1-phenylethyl)amino>-2-pentenedioic acid dimethyl ester

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