ethyl (3R,4R,5S)-4-acetamido-5-(allylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

Base Information

Chemical Name:ethyl (3R,4R,5S)-4-acetamido-5-(allylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate
CAS No.:312904-18-0
Molecular Formula:C19H32N2O4
Molecular Weight:352.474
Hs Code.:
UNII:JGQ3BTA9FU
Mol file:312904-18-0.mol

Synonyms:312904-18-0;ethyl (3R,4R,5S)-4-acetamido-5-(allylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate;(3r,4r,5s)-4-acetylamino-5-allylamino-3-(1-ethyl-propoxy)-cyclohex-1-enecarboxylic acid ethyl ester;JGQ3BTA9FU;Oseltamivir Impurity 90;SCHEMBL973660;YAYJVAVBLBKVLR-RCCFBDPRSA-N;ethyl (3R,4R,5S)-4-acetamido-3-(pentan-3-yloxy)-5-[(prop-2-en-1-yl)amino]cyclohex-1-ene-1-carboxylate;Ethyl (3R,4R,5S)-4-acetamido-3-pentan-3-yloxy-5-(prop-2-enylamino)cyclohexene-1-carboxylate;(3R,4R,5S)-4-(acetylamino)-3-(l-ethylrhororhooxy)-5-(2-rhoropenylamino)-l-cyclohexene-1-carboxylic acid ethyl ester;1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-3-(1-ethylpropoxy)-5-(2-propen-1-ylamino)-, ethyl ester, (3R,4R,5S)-;1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-3-(1-ethylpropoxy)-5-(2-propenylamino)-, ethyl ester, (3R,4R,5S)-;Ethyl (3R,4R,5S)-4-(acetylamino)-3-(1-ethylpropoxy)-5-(2-propen-1-ylamino)-1-cyclohexene-1-carboxylate

Suppliers and Price of ethyl (3R,4R,5S)-4-acetamido-5-(allylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

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

Total 5 raw suppliers

Chemical Property of ethyl (3R,4R,5S)-4-acetamido-5-(allylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

Chemical Property:

PSA：76.66000
LogP:2.88410
XLogP3:2.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:11
Exact Mass:352.23620751
Heavy Atom Count:25
Complexity:486

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC(CC)OC1C=C(CC(C1NC(=O)C)NCC=C)C(=O)OCC
Isomeric SMILES:CCC(CC)O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)NCC=C)C(=O)OCC

Technology Process of ethyl (3R,4R,5S)-4-acetamido-5-(allylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

There total 10 articles about ethyl (3R,4R,5S)-4-acetamido-5-(allylamino)-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate 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: 83.0%

: 108-24-7
acetic anhydride

: 312904-15-7
ethyl (3R,4R,5S)-5-N-allylamino-4-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

: 312904-18-0
ethyl (3R,4R,5S)-4-N-acetylamino-5-N-allylamino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

Guidance literature:: With methanesulfonic acid; acetic acid; In tert-butyl methyl ether; water; at 0 - 23 ℃; for 14.6h;

Reference yield:

: 204254-96-6,1217834-81-5,1266663-89-1,2413185-89-2
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester

: 312904-18-0
ethyl (3R,4R,5S)-4-N-acetylamino-5-N-allylamino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / MgBr₂*OEt₂ / acetonitrile; various solvent(s) / 16 h / 55 °C

2.1: ethanolamine; Pd/C / ethanol / 3 h / Heating

2.2: 77 percent / H₂SO₄

3.1: various solvent(s)

4.1: Et₃N / various solvent(s)

5.1: various solvent(s) / 15 h / 111 - 112 °C / 2625.21 - 3375.27 Torr

6.1: AcOH; MeSO₃H / various solvent(s) / 15 h / 20 °C

With palladium on activated charcoal; methanesulfonic acid; ethanolamine; acetic acid; triethylamine; magnesium bromide; In ethanol; acetonitrile;
DOI:10.2533/000942904777677605

Reference yield:

: 312904-12-4
ethyl (3R,4S,5R)-5-amino-3-(1-ethylpropoxy)-4-hydroxy-1-cyclohexene-1-carboxylate

: 312904-18-0
ethyl (3R,4R,5S)-4-N-acetylamino-5-N-allylamino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: various solvent(s)

2: Et₃N / various solvent(s)

3: various solvent(s) / 15 h / 111 - 112 °C / 2625.21 - 3375.27 Torr

4: AcOH; MeSO₃H / various solvent(s) / 15 h / 20 °C

With methanesulfonic acid; acetic acid; triethylamine; In various solvent(s);
DOI:10.2533/000942904777677605