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

Base Information

Chemical Name:(1S,2S,3R,4R)-methyl 3-((R)-1-Acetamido-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate
CAS No.:229614-05-5
Molecular Formula:C20H36N2O6
Molecular Weight:400.51972
Hs Code.:
Mol file:229614-05-5.mol

Synonyms:(1S,2S,3R,4R)-Methyl 3-((R)-1-acetamido-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate

Suppliers and Price of (1S,2S,3R,4R)-methyl 3-((R)-1-Acetamido-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
2,3-Diethylpiperazine
250mg
$ 695.00

Total 24 raw suppliers

Chemical Property of (1S,2S,3R,4R)-methyl 3-((R)-1-Acetamido-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate

Chemical Property:

Boiling Point:562.6±50.0 °C(Predicted)
PKA:11.56±0.70(Predicted)
PSA：120.94000
Density:1.11±0.1 g/cm3(Predicted)
LogP:3.03530

Purity/Quality:

99%, ^*data from raw suppliers

2,3-Diethylpiperazine ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Uses 2,3-Diethylpiperazine (cas# 229614-05-5) is used as a reagent in the preparation of bifunctional zanamivir conjugates as enhanced antiinfluenza agents conjugated with antiinflammatory activity.

Technology Process of (1S,2S,3R,4R)-methyl 3-((R)-1-Acetamido-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate

There total 7 articles about (1S,2S,3R,4R)-methyl 3-((R)-1-Acetamido-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-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: 92.0%

: 108-24-7
acetic anhydride

: 1988779-13-0,316173-29-2
(1S,2S,3S,4R)-methyl 3-((S)-1-amino-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate

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

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1080/00397911.2012.729279

Reference yield: 67.0%

: 108-24-7
acetic anhydride

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

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

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jm010277p

Reference yield:

: 229613-93-8
(+)-methyl (3aR,4R,6S,6aS)-4-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-6-carboxylate

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: nickel(II) chloride hexahydrate; sodium hydroxide; sodium tetrahydroborate / methanol / 2 h / -5 - 0 °C / Inert atmosphere

1.2: 16 h / 20 °C

2.1: triethylamine / dichloromethane / 6 h / 20 °C

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; triethylamine; sodium hydroxide; In methanol; dichloromethane;
DOI:10.1080/00397911.2012.729279