4-[benzyloxycarbonyl-(4-methyl-benzyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-[benzyloxycarbonyl-(4-methyl-benzyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 1091681-69-4
• Molecular Formula: C₂₆H₃₄N₂O₄
• Molecular Weight: 438.567

Synonyms:4-[benzyloxycarbonyl-(4-methyl-benzyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-[benzyloxycarbonyl-(4-methyl-benzyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-[benzyloxycarbonyl-(4-methyl-benzyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

There total 3 articles about 4-[benzyloxycarbonyl-(4-methyl-benzyl)-amino]-piperidine-1-carboxylic acid tert-butyl 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: 89.0%

tert-butyl 4-((4-methylphenyl)methyl)aminopiperidine carboxylate (359877-52-4) + benzyl chloroformate (501-53-1,94274-21-2) → 4-[benzyloxycarbonyl-(4-methyl-benzyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester (1091681-69-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃;

Reference yield:

4-methyl-benzaldehyde (104-87-0) → 4-[benzyloxycarbonyl-(4-methyl-benzyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester (1091681-69-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 20 °C

2: sodium hydroxide / water; tetrahydrofuran / 20 °C

With sodium tris(acetoxy)borohydride; acetic acid; sodium hydroxide; In tetrahydrofuran; water; 1,2-dichloro-ethane;

DOI:10.1016/j.bmcl.2016.04.086

Reference yield:

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → 4-[benzyloxycarbonyl-(4-methyl-benzyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester (1091681-69-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 20 °C

2: sodium hydroxide / water; tetrahydrofuran / 20 °C

With sodium tris(acetoxy)borohydride; acetic acid; sodium hydroxide; In tetrahydrofuran; water; 1,2-dichloro-ethane;

DOI:10.1016/j.bmcl.2016.04.086

upstream raw materials:

tert-butyl 4-((4-methylphenyl)methyl)aminopiperidine carboxylate

benzyl chloroformate

1-(tert-butoxycarbonyl)-4-aminopiperidine

4-methyl-benzaldehyde

Downstream raw materials:

(R)-2-cyclopentylmethyl-N₁-{(S)-2,2-dimethyl-1-[4-(4-methyl-benzylamino)-piperidine-1-carbonyl]-propyl}-N₄-hydroxy-succinamide

[1-((S)-2-tert-butoxycarbonylamino-3,3-dimethyl-butyryl)-piperidin-4-yl]-(4-methyl-benzyl)-carbamic acid benzyl ester

[1-((S)-2-amino-3,3-dimethyl-butyryl)-piperidin-4-yl]-(4-methyl-benzyl)-carbamic acid benzyl ester hydrochloride

(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-(4-methyl-benzyl)-carbamic acid benzyl ester

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