ACHPA

Base Information

• Chemical Name: ACHPA
• CAS No.: 105192-90-3
• Molecular Formula: C11H21 N O3
• Molecular Weight: 215.293
• Mol file: 105192-90-3.mol

Synonyms:H-ACHPA-OH;CHA-STATINE;CYCLOHEXYLSTATINE;(3S,4S)-4-AMINO-3-HYDROXY-5-CYCLOHEXYL-PENTANOIC ACID;(3S,4S)-4-AMINO-5-CYCLOHEXYL-3-HYDROXY-PENTANOIC ACID;ACHPA;(3S,4S)-4-Amino-5-cyclohexyl-3-hydroxy-pent;(3S,4S)-4-Amino-5-cyclohexyl-3-hydroxy-pentanoic acid trifluoroacetate salt, 4-amino-5-cyclohexyl-2,4,5-trideoxy-L-threo-pentonic acid trifluoroacetate salt

Chemical Property of ACHPA

Chemical Property:

• PSA: 83.55000
• LogP: 1.82000
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

ACHPA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ACHPA

There total 23 articles about ACHPA 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: 93.0%

methyl (3R,4S)-5-cyclohexyl-3-hydroxy-4-(isopropoxycarbonyl)aminopentanoate (128625-50-3) → ACHPA (105192-90-3)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 100 ℃;

DOI:10.1016/S0040-4039(00)94374-0

Reference yield: 93.0%

methyl (3S,4S)-5-cyclohexyl-3-hydroxy-4-(isopropoxycarbonyl)aminopentanoate (128625-48-9) → ACHPA (105192-90-3)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 100 ℃; for 13h;

DOI:10.1248/cpb.39.2425

Reference yield: 88.0%

(3S,4S)-4-Azido-5-cyclohexyl-3-hydroxy-pentanoic acid → ACHPA (105192-90-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; at 40 ℃; for 2.5h; under 760 Torr;

DOI:10.1246/cl.1999.687

upstream raw materials:

methyl (3R,4S)-5-cyclohexyl-3-hydroxy-4-(isopropoxycarbonyl)aminopentanoate

methyl (3S,4S)-5-cyclohexyl-3-hydroxy-4-(isopropoxycarbonyl)aminopentanoate

<4S(RS),5S>-5-(cyclohexylmethyl)-4-<(tetrahydro-2H-pyran-2-yl)oxy>-2-oxo-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester

(2S,3S,5S,6R)-3-Cyclohexylmethyl-2-methoxycarbonylmethyl-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

Refernces

• 1、 Takemoto,Matsumoto,Ito,Terashima. "A highly stereoselective synthesis of (3S,4S)-statine and (3S,4S)-cyclohexylstatine". . p. 2425 - 2428. Retrieved 2007/10/02.
• 2、 Yanagisawa, Hiroaki,Kanazaki, Takuro,Nishi, Takahide. "Synthesis of Statine and Its Analogues". . p. 687 - 690. Retrieved 2007/10/02.