(1S,2S,3R,4R)-Methyl 3-((R)-1-acetaMido-2-ethylbutyl)-4-aMino-2-hydroxycyclopentanecarboxylate

Base Information

• Chemical Name: (1S,2S,3R,4R)-Methyl 3-((R)-1-acetaMido-2-ethylbutyl)-4-aMino-2-hydroxycyclopentanecarboxylate
• CAS No.: 229615-05-8
• Molecular Formula: C15H28N2O4
• Molecular Weight: 300.39382
• Mol file: 229615-05-8.mol

Synonyms:(1S,2S,3R,4R)-Methyl 3-((R)-1-acetaMido-2-ethylbutyl)-4-aMino-2-hydroxycyclopentanecarboxylate

Chemical Property of (1S,2S,3R,4R)-Methyl 3-((R)-1-acetaMido-2-ethylbutyl)-4-aMino-2-hydroxycyclopentanecarboxylate

Chemical Property:

• Boiling Point: 472.4±45.0 °C(Predicted)
• PKA: 14.11±0.70(Predicted)
• PSA: 105.14000
• Density: 1.105±0.06 g/cm3(Predicted)
• LogP: 1.96520

Purity/Quality:

97% ^*data from raw suppliers

(1S,2S,3R,4R)-Methyl3-((R)-1-acetamido-2-ethylbutyl)-4-amino-2-hydroxycyclopentanecarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,2S,3R,4R)-Methyl 3-((R)-1-acetaMido-2-ethylbutyl)-4-aMino-2-hydroxycyclopentanecarboxylate

There total 3 articles about (1S,2S,3R,4R)-Methyl 3-((R)-1-acetaMido-2-ethylbutyl)-4-aMino-2-hydroxycyclopentanecarboxylate 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: 98.0%

(-)-methyl (1S,2S,3R,4R)-3-[(1S)-1-(acetylamino)-2-ethylbutyl]-4-[(tert-butoxycarbonyl)amino]-2-hydroxycyclopentanecarboxylate (229614-05-5) → (-)-methyl (1S,2S,3R,4R)-3-[(1S)-1-(acetylamino)-2-ethylbutyl]-4-amino-2-hydroxycyclopentanecarboxylate (229615-05-8)

Guidance literature:

With hydrogenchloride; In methanol; water; at 20 ℃; for 2h;

Reference yield:

(-)-methyl (1S,2S,3R,4R)-3-[(1S)-1-(amino)-2-ethylbutyl]-4-[(tert-butoxycarbonyl)amino]-2-hydroxycyclopentanecarboxylate hydrochloride → (-)-methyl (1S,2S,3R,4R)-3-[(1S)-1-(acetylamino)-2-ethylbutyl]-4-amino-2-hydroxycyclopentanecarboxylate (229615-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 1.26 g / 1 N HCl / diethyl ether / 2 h / Heating

With hydrogenchloride; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1021/jm010277p

Reference yield:

(1S,2S,3S,4R)-methyl 3-((S)-1-amino-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate (1988779-13-0,316173-29-2) → (-)-methyl (1S,2S,3R,4R)-3-[(1S)-1-(acetylamino)-2-ethylbutyl]-4-amino-2-hydroxycyclopentanecarboxylate (229615-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 1 h / 0 - 30 °C

2: hydrogenchloride / methanol; water / 2 h / 20 °C

With hydrogenchloride; In methanol; water; toluene;

upstream raw materials:

(-)-methyl (1S,2S,3R,4R)-3-[(1S)-1-(acetylamino)-2-ethylbutyl]-4-[(tert-butoxycarbonyl)amino]-2-hydroxycyclopentanecarboxylate

(1S,2S,3S,4R)-methyl 3-((S)-1-amino-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate

Downstream raw materials:

C₁₄H₂₅N₂O₄^(1-)*Na⁽¹⁺⁾