4-[(2-{[tert-Butoxy(hydroxy)methylidene]amino}-1-hydroxy-3-phenylpropylidene)amino]butanoate

Base Information

• Chemical Name: 4-[(2-{[tert-Butoxy(hydroxy)methylidene]amino}-1-hydroxy-3-phenylpropylidene)amino]butanoate
• CAS No.: 112670-47-0
• Molecular Formula: C18H26 N2 O5
• Molecular Weight: 350.41
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID30920868
• Wikidata: Q82893585
• Mol file: 112670-47-0.mol

Synonyms:DTXSID30920868;112670-47-0;4-[(2-{[tert-Butoxy(hydroxy)methylidene]amino}-1-hydroxy-3-phenylpropylidene)amino]butanoate

Chemical Property of 4-[(2-{[tert-Butoxy(hydroxy)methylidene]amino}-1-hydroxy-3-phenylpropylidene)amino]butanoate

Chemical Property:

• Vapor Pressure: 6.25E-16mmHg at 25°C
• Boiling Point: 614°Cat760mmHg
• Flash Point: 325.1°C
• PSA: 111.71000
• Density: 1.165g/cm³
• LogP: 3.14810
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 349.17634690
• Heavy Atom Count: 25
• Complexity: 447

Purity/Quality:

97% ^*data from raw suppliers

4-(2-TERT-BUTOXYCARBONYLAMINO-3-PHENYL-PROPIONYLAMINO)-BUTYRIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C(=O)NCCCC(=O)[O-]
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)NCCCC(=O)[O-]

Technology Process of 4-[(2-{[tert-Butoxy(hydroxy)methylidene]amino}-1-hydroxy-3-phenylpropylidene)amino]butanoate

There total 3 articles about 4-[(2-{[tert-Butoxy(hydroxy)methylidene]amino}-1-hydroxy-3-phenylpropylidene)amino]butanoate 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: 88.0%

(S)-methyl 4-(2-(tert-butoxycarbonylamino)-3-phenylpropanamido)butanoate → (S)-4-(2-(tert-butoxycarbonylamino)-3-phenyl-propanamido)butanoic acid (112670-47-0)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 20h;

DOI:10.1002/ejoc.201200722

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-4-(2-(tert-butoxycarbonylamino)-3-phenyl-propanamido)butanoic acid (112670-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 0 - 20 °C

2: sodium hydroxide / methanol / 20 h / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In methanol; dichloromethane;

DOI:10.1002/ejoc.201200722

Reference yield:

→ (S)-4-(2-(tert-butoxycarbonylamino)-3-phenyl-propanamido)butanoic acid (112670-47-0)

Guidance literature:

With water; lithium hydroxide; In 1,4-dioxane; at 20 ℃;

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

C₃₄H₄₃N₃O₇

C₃₅H₄₅N₃O₇

(S)-tert-butyl 1-[3-(3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-propylamino]-1-oxo-3-phenylpropan-2-ylcarbamate

BOC-Phe-N-(CH2)3CO-ACHPA-Ile N-<(4-amino-2-methyl-5-pyrimidinyl)methyl>amide

Refernces

• 1、 -. "Prodrugs of Compounds that Enhance Antifungal Activity and Compositions of Said Prodrugs". Paragraph 0357; 0358; 0374. . Retrieved 2015/07/27.