Cyclopentanecarboxylic acid, 2-amino-3-methyl-, 1,1-dimethylethyl ester,

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 2-amino-3-methyl-, 1,1-dimethylethyl ester,
• CAS No.: 646518-16-3
• Molecular Formula: C11H21 N O2
• Molecular Weight: 199.293
• Mol file: 646518-16-3.mol

Synonyms:(1S,2S,3R)-2-Amino-3-methyl-cyclopentanecarboxylic acid tert-butyl ester;tert-butyl (1S,2S,3R)-2-amino-3-methylcyclopentanecarboxylate;

Chemical Property of Cyclopentanecarboxylic acid, 2-amino-3-methyl-, 1,1-dimethylethyl ester,

Chemical Property:

• PSA: 52.32000
• LogP: 2.40180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentanecarboxylic acid, 2-amino-3-methyl-, 1,1-dimethylethyl ester,

There total 3 articles about Cyclopentanecarboxylic acid, 2-amino-3-methyl-, 1,1-dimethylethyl 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%

tert-butyl (1S,2S,3R,αS)-3-methyl-2-(N-benzyl-N-α-methylbenzylamino)cyclopentane-1-carboxylate (479201-51-9) → tert-butyl (1S,2S,3R)-3-methyl-2-aminocyclopentane-1-carboxylate (646518-16-3,816444-35-6)

Guidance literature:

With 20 % Pd(OH)2/C; hydrogen; In methanol; at 20 ℃; for 16h; under 3800.26 Torr;

DOI:10.1016/j.tetasy.2010.12.007

Reference yield:

tert-butyl (1R,2S,3R,αS)-3-methyl-2-(N-benzyl-N-α-methylbenzylamino)cyclopentane-1-carboxylate (479201-50-8) → tert-butyl (1S,2S,3R)-3-methyl-2-aminocyclopentane-1-carboxylate (646518-16-3,816444-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / t-BuOK / 2-methyl-propan-2-ol / 3 h / Heating

2: 32 mg / H₂ / Pd(OH)2/C / methanol / 20 °C / 3800.26 Torr

With potassium tert-butylate; hydrogen; palladium dihydroxide; In methanol; tert-butyl alcohol;

DOI:10.1039/b306935b

Reference yield:

tert-butyl (αS)-2-[n-benzyl-N-(α-methylbenzyl)-amino]-3-methylcyclopentanecarboxylate → tert-butyl (1S,2S,3R)-3-methyl-2-aminocyclopentane-1-carboxylate (646518-16-3,816444-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate; tert-butyl alcohol / 8 h / Reflux; Inert atmosphere

2: 20 % Pd(OH)2/C; hydrogen / methanol / 16 h / 20 °C / 3800.26 Torr

With 20 % Pd(OH)2/C; potassium tert-butylate; hydrogen; tert-butyl alcohol; In methanol;

DOI:10.1016/j.tetasy.2010.12.007

upstream raw materials:

tert-butyl (1S,2S,3R,αS)-3-methyl-2-(N-benzyl-N-α-methylbenzylamino)cyclopentane-1-carboxylate

tert-butyl (1R,2S,3R,αS)-3-methyl-2-(N-benzyl-N-α-methylbenzylamino)cyclopentane-1-carboxylate

Downstream raw materials:

tert-butyl (1S,2S,3R)-2-[N-(benzyloxycarbonyl)amino]-3-methylcyclopentanecarboxylate

(1S,2S,3R)-2-[N-(benzyloxycarbonyl)amino]-3-methylcyclopentanecarboxylic acid

C₂₆H₃₈N₂O₅

C₃₃H₄₉N₃O₆