(3S)-3-amino-2-hydroxy-N-[(1R)-1-phenylethyl]heptanamide

Base Information

• Chemical Name: (3S)-3-amino-2-hydroxy-N-[(1R)-1-phenylethyl]heptanamide
• CAS No.: 497946-74-4
• Molecular Formula: C15H24N2O2
• Molecular Weight: 264.368
• DSSTox Substance ID: DTXSID10460595
• Mol file: 497946-74-4.mol

Synonyms:(3S)-3-amino-2-hydroxy-N-[(1R)-1-phenylethyl]heptanamide;497946-74-4;SCHEMBL4810725;DTXSID10460595;RPAHIRAEPZMAMV-LXKBMQFRSA-N

Chemical Property of (3S)-3-amino-2-hydroxy-N-[(1R)-1-phenylethyl]heptanamide

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 264.183778013
• Heavy Atom Count: 19
• Complexity: 265

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C(C(=O)NC(C)C1=CC=CC=C1)O)N
• Isomeric SMILES: CCCC[C@@H](C(C(=O)N[C@H](C)C1=CC=CC=C1)O)N

Technology Process of (3S)-3-amino-2-hydroxy-N-[(1R)-1-phenylethyl]heptanamide

There total 3 articles about (3S)-3-amino-2-hydroxy-N-[(1R)-1-phenylethyl]heptanamide 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: 95.0%

Benzoic acid (S)-2-benzyloxycarbonylamino-1-((R)-1-phenyl-ethylcarbamoyl)-hexyl ester (497946-73-3) → (3S)-3-amino-2-hydroxy-N-[(1R)-1-phenylethyl]heptanamide (497946-74-4)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 100 ℃;

DOI:10.1016/j.bmcl.2003.11.029

Reference yield:

N-(benzyloxycarbonyl)-L-norleucinal (109364-33-2) → (3S)-3-amino-2-hydroxy-N-[(1R)-1-phenylethyl]heptanamide (497946-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / CH₂Cl₂

2: 95 percent / aq. NaOH / dioxane / 100 °C

With sodium hydroxide; In 1,4-dioxane; dichloromethane;

DOI:10.1016/j.bmcl.2003.11.029

Reference yield:

(R)-(+)-α-methylbenzylisocyanide (17329-20-3,21872-32-2,21872-33-3,42412-74-8) → (3S)-3-amino-2-hydroxy-N-[(1R)-1-phenylethyl]heptanamide (497946-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / CH₂Cl₂

2: 95 percent / aq. NaOH / dioxane / 100 °C

With sodium hydroxide; In 1,4-dioxane; dichloromethane;

DOI:10.1016/j.bmcl.2003.11.029

upstream raw materials:

Benzoic acid (S)-2-benzyloxycarbonylamino-1-((R)-1-phenyl-ethylcarbamoyl)-hexyl ester

N-(benzyloxycarbonyl)-L-norleucinal

(R)-(+)-α-methylbenzylisocyanide