(2R,3S)-N4-Hydroxy-2-isobutyl-3-methyl-N1-((S)-methylcarbamoyl-phenyl-methyl)-succinamide

Base Information

Chemical Name:(2R,3S)-N*4*-Hydroxy-2-isobutyl-3-methyl-N*1*-((S)-methylcarbamoyl-phenyl-methyl)-succinamide
CAS No.:168158-16-5
Molecular Formula:C₁₈H₂₇N₃O₄
Molecular Weight:349.43
Hs Code.:
DSSTox Substance ID:DTXSID701110922
Nikkaji Number:J862.436D
Pharos Ligand ID:VRZWNS7MJ1C9
ChEMBL ID:CHEMBL19843
Mol file:168158-16-5.mol

Synonyms:(4-(N-hydroxyamino)-2R-isobutyl-3S-methylsuccinyl)-L-phenylglycine-N-methylamide;KB R7785;KB-R7785

Suppliers and Price of (2R,3S)-N*4*-Hydroxy-2-isobutyl-3-methyl-N*1*-((S)-methylcarbamoyl-phenyl-methyl)-succinamide

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 3 raw suppliers

Chemical Property of (2R,3S)-N*4*-Hydroxy-2-isobutyl-3-methyl-N*1*-((S)-methylcarbamoyl-phenyl-methyl)-succinamide

Chemical Property:

XLogP3:1.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:8
Exact Mass:349.20015635
Heavy Atom Count:25
Complexity:461

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)CC(C(C)C(=O)NO)C(=O)NC(C1=CC=CC=C1)C(=O)NC
Isomeric SMILES:C[C@@H]([C@@H](CC(C)C)C(=O)N[C@@H](C1=CC=CC=C1)C(=O)NC)C(=O)NO

Technology Process of (2R,3S)-N*4*-Hydroxy-2-isobutyl-3-methyl-N*1*-((S)-methylcarbamoyl-phenyl-methyl)-succinamide

There total 22 articles about (2R,3S)-N*4*-Hydroxy-2-isobutyl-3-methyl-N*1*-((S)-methylcarbamoyl-phenyl-methyl)-succinamide 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%

: 168158-38-1
(2R,3S)-N⁴-Benzyloxy-2-isobutyl-3-methyl-N¹-((S)-methylcarbamoyl-phenyl-methyl)-succinamide

: 168158-16-5
KB-R₇₇₈₅

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; Ambient temperature;
DOI:10.1016/S0968-0896(97)00028-X

Reference yield:

: 42990-28-3
(R)-2-bromo-4-methylpentanoic acid

: 168158-16-5
(2R,3R)-N⁴-Hydroxy-2-isobutyl-3-methyl-N¹-((S)-methylcarbamoyl-phenyl-methyl)-succinamide

Guidance literature:: Multi-step reaction with 7 steps

1: 75.7 percent / H₂SO₄ / CH₂Cl₂ / 24 h / Ambient temperature

2: 49.6 percent / t-BuOK / dimethylformamide / 96 h / 0 - 5 °C

3: 61.5 percent / 95percent aq. CF₃COOH / Ambient temperature

4: 95 percent / HOBT, 4-aminopyridine, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide / dimethylformamide / Ambient temperature

5: 1.) ammonium formate, 2.) piperidine / 1.) 10percent Pd/C

6: H₂ / 10percent Pd/C / methanol / 2 h

7: 1.) HOBT, Et₃N, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide, 2.) H₂ / 2.) 10percent Pd/C / 1.) DMF, CH₂Cl₂, RT, overnight, 2.) MeOH

With piperidine; 4-aminopyridine; sulfuric acid; potassium tert-butylate; hydrogen; ammonium formate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(97)00028-X

Reference yield:

: 170450-78-9
2(R)-Isobutyl-3(S)-methylsuccinic acid 1-<4(S)-(phenylmethyl)-2-oxooxazolidinamide>-4-(tert-butyl ester)

: 168158-16-5
KB-R₇₇₈₅

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / 30percent aq. H₂O₂, LiOH*H₂O / tetrahydrofuran / 1.) 0 deg C -5 deg C, 13 h, 2.) RT, 4 h

2: 42 percent / HOBT, 1-(3-(dimethylamino)propyl-3-ethylcarbodiimide / dimethylformamide; CH₂Cl₂ / Ambient temperature

3: HCOOH / 3 h / Ambient temperature

4: 57 percent / triethylamine, HOBT, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide / dimethylformamide; CH₂Cl₂ / 17 h / Ambient temperature

5: 85 percent / H₂ / 10percent Pd/C / methanol / Ambient temperature

With lithium hydroxide; formic acid; hydrogen; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(97)00028-X