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

Base Information

Chemical Name:(1S,2S,3S,4R)-methyl 3-((S)-1-amino-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate
CAS No.:316173-29-2
Molecular Formula:C18H34N2O5
Molecular Weight:358.48208
Hs Code.:
Nikkaji Number:J2.971.176C
Mol file:316173-29-2.mol

Synonyms:316173-29-2;(1S,2S,3S,4R)-methyl 3-((S)-1-amino-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate;Methyl (1S,2S,3S,4R)-3-((S)-1-amino-2-ethylbutyl)-4-((tert-butoxycarbonyl)amino)-2-hydroxycyclopentane-1-carboxylate;(1s,2s,3s,4r)-methyl 3-((r)-1-amino-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate;SCHEMBL16709973;SECXLAHYOAZIGA-VYDRJRHOSA-N;BS-49998;(1S,2S,3S,4R)-3-[(1S)-1-Amino-2-ethylbutyl]-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxycyclopentanecarboxylic Acid Methyl Ester;methyl (1S,2S,3S,4R)-3-[(1S)-1-amino-2-ethylbutyl]-2-hydroxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylate

Suppliers and Price of (1S,2S,3S,4R)-methyl 3-((S)-1-amino-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
(1S,2S,3S,4R)-3-[(1S)-1-Amino-2-ethylbutyl]-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxycyclopentanecarboxylicAcidMethylEster
1g
$ 250.00

Chemenu
(1S,2S,3S,4R)-methyl3-((R)-1-amino-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate 95%+
500g
$ 4600.00

Total 65 raw suppliers

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

Chemical Property:

Boiling Point:476.5±45.0 °C(Predicted)
PKA:11.63±0.70(Predicted)
PSA：114.37000
Density:1.10±0.1 g/cm3 (20 oC 760 Torr), Calc.*
LogP:2.71790
XLogP3:2.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:9
Exact Mass:358.24677219
Heavy Atom Count:25
Complexity:459

Purity/Quality:

98% ^*data from raw suppliers

(1S,2S,3S,4R)-3-[(1S)-1-Amino-2-ethylbutyl]-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxycyclopentanecarboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC(CC)C(C1C(CC(C1O)C(=O)OC)NC(=O)OC(C)(C)C)N
Isomeric SMILES:CCC(CC)[C@@H]([C@H]1[C@@H](C[C@@H]([C@H]1O)C(=O)OC)NC(=O)OC(C)(C)C)N
Uses (1S,2S,3S,4R)-3-[(1S)-1-Amino-2-ethylbutyl]-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxycyclopentanecarboxylic Acid Methyl Ester is an intermediate used in the synthesis of peramivir (P285500), a neuraminidase inhibitor developed as an antiviral agent for the treatment of influenza.

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

There total 9 articles about (1S,2S,3S,4R)-methyl 3-((S)-1-amino-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: 85.0%

: 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

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

Guidance literature:: (+)-methyl (3aR,4R,6S,6aS)-4-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-6-carboxylate; With sodium tetrahydroborate; nickel(II) chloride hexahydrate; sodium hydroxide; In methanol; at -5 - 0 ℃; for 2h; Inert atmosphere;

With ammonia; ammonium chloride; sodium nitrite; at 20 ℃; for 16h; Concentration; Reagent/catalyst; Time;
DOI:10.1080/00397911.2012.729279

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

: 316173-29-2
3-(1-amino-2-ethyl-butyl)-4-tert-butoxycarbonylamino-2-hydroxy-cyclopentanecarboxylic acid methyl ester

Guidance literature:: (+)-methyl (3aR,4R,6S,6aS)-4-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-6-carboxylate; In methanol; at 0 - 5 ℃;

With sodium tetrahydroborate; sodium hydroxide; In methanol; at 20 ℃; for 12h; Reagent/catalyst;

Reference yield:

: (3aR,4R,6R,6aS)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(1'-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopentano[d]isoxazole-6-carboxylic acid methyl ester

: 1988779-13-0,316173-29-2
(1S,2R,3S,4R,1'S)-3-[(1-amino-2'-ethyl)butyl]-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxycyclopentane-1-carboxylic acid methyl ester

Guidance literature:: (3aR,4R,6R,6aS)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-3-(1'-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopentano[d]isoxazole-6-carboxylic acid methyl ester; With sodium tetrahydroborate; nickel(II) chloride hexahydrate; sodium hydroxide; In methanol; at -10 - 5 ℃; for 2.16667h;

With ammonium hydroxide; ammonium chloride; sodium nitrite; In methanol; at 20 ℃; for 10h;