116437-42-4

Basic information

• Product Name: (5-OXO-5-PHENYL-PENTYL)-CARBAMIC ACID TERT-BUTYL ESTER
• Synonyms: 5-(N-BOC-AMINO)PENTANOPHENONE;(5-OXO-5-PHENYL-PENTYL)-CARBAMIC ACID TERT-BUTYL ESTER;5-(BOC-AMINO)-1-PHENYL-PENTAN-1-ONE;(5-Oxo-5-phenyl-pentyl)-carbamic acid tert-butyl;5-(BOC-AMINO)-1-PHENYL-PENTAN-1-ONE, (5-OXO-5-PHENYL-PENTYL)-CARBAMIC ACID TERT-BUTYL ESTER >99%;tert-Butyl (5-oxo-5-phenylpentyl)carbaMate
• CAS NO: 116437-42-4
• Molecular Formula: C₁₆H₂₃NO₃
• Molecular Weight: 277.36
• Mol File: 116437-42-4.mol

Chemical Properties

• Boiling Point: 421.6°Cat760mmHg
• Flash Point: 208.8°C
• Appearance: /
• Density: 1.045g/cm³
• Vapor Pressure: 2.58E-07mmHg at 25°C
• Refractive Index: 1.504
• CAS DataBase Reference: (5-OXO-5-PHENYL-PENTYL)-CARBAMIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (5-OXO-5-PHENYL-PENTYL)-CARBAMIC ACID TERT-BUTYL ESTER(116437-42-4)
• EPA Substance Registry System: (5-OXO-5-PHENYL-PENTYL)-CARBAMIC ACID TERT-BUTYL ESTER(116437-42-4)

Safety Data

• Hazardous Substances Data: 116437-42-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(5-OXO-5-PHENYL-PENTYL)-CARBAMIC ACID TERT-BUTYL ESTER is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, (5-OXO-5-PHENYL-PENTYL)-CARBAMIC ACID TERT-BUTYL ESTER is utilized as a component in the formulation of agrochemicals, potentially enhancing crop protection and yield through its incorporation into pesticides or other agricultural products.
Used in Organic Synthesis:
(5-OXO-5-PHENYL-PENTYL)-CARBAMIC ACID TERT-BUTYL ESTER is employed as a versatile building block in organic synthesis, allowing for the creation of a wide range of organic compounds and intermediates that can be applied across various chemical industries.

InChI:InChI=1/C16H23NO3/c1-16(2,3)20-15(19)17-12-8-7-11-14(18)13-9-5-4-6-10-13/h4-6,9-10H,7-8,11-12H2,1-3H3,(H,17,19)

Upstream product

• 108-86-1 bromobenzene 
• 85908-96-9 2-oxopiperidine-1-carboxylic acid tert-butyl ester 
• 100-58-3 phenylmagnesium bromide 
• 675-20-7 piperidin-2-one 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 57050-07-4 2-phenyl-3,4,5,6-tetrahydropyridine 
• 3466-80-6 2-phenylpiperidine 
• 1386982-01-9 (E)-tert-butyl 5-(hydroxyimino)-5-phenylpentyl-carbamate 
• 172833-30-6 tert-butyl 5-amino-5-phenylpentylcarbamate 
• 1386980-57-9 N-(5-(5-amino-1-phenylpentylcarbamoyl)-2-chlorophenyl)-2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide 
• 1386982-00-8 tert-butyl 5-(4-chloro-3-(2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzamido)-5-phenylpentylcarbamate 
• 3466-80-6 (R)-(+)-6-phenylpiperidine 
• 1186336-27-5 R-trifluoroacetamide 
• 1217352-79-8 (2S)-2-phenyl-1-(trifluoroacetyl)piperidine 

Relevant articles and documents

DNA-damaging steroidal alkaloids from Eclipta alba from the suriname rainforest

Bioassay-guided fractionation of the MeOH extract of Eclipta alba using three yeast strains (1138, 1140, and 1353) resulted in the isolation of eight bioactive steroidal alkaloids (1-8), six of which are reported for the first time from nature. The major alkaloid was identified as (20S)(25S)-22,26- imino-cholesta-5,22(N)-dien-3β-ol (verazine, 3), while the new alkaloids were identified as 20-epi-3-dehydroxy-3-oxo-5,6-dihydro-4,5-dehydroyerazine (1), ecliptalbine [(20R)-20-pyridyl-cholesta-5-ene-3β,23-diol] (4), (20R)- 4β-hydroxyverazine (5), 4β-hydroxyverazine (6), (20R)-25β-hydroxyverazine (7), and 25β-hydroxyverazine (8). Ecliptalbine (4), in which the 22,26- imino ring of verazine was replaced by a 3-hydroxypyridine moiety, had comparable bioactivity to verazine in these assays, while a second alkaloid (8) showed good activity against Candida albicans. All the alkaloids showed weak cytotoxicity against the M-109 cell line.

Enantioselective Synthesis of 2-Substituted Pyrrolidines via Intramolecular Reductive Amination

Catalyzed by the complex generated in situ from iridium and the chiral ferrocene ligand, tert -butyl (4-oxo-4-arylbutyl)carbamate substrates were deprotected and then reductively cyclised to form 2-substituted arylpyrrolidines in a one-pot manner, in which the intramolecular reductive amination was the key step. A range of chiral 2-substituted arylpyrrolidines were synthesised in up to 98percent yield and 92percent ee.

OXAZIRIDINE COMPOUND AND PRODUCTION METHOD THEREOF

Provided are an oxaziridine compound showing an antifungal activity and cytotoxicity and expected as a new antifungal agent or anticancer agent, and a production method thereof. A compound represented by the formula 1: wherein X is a single bond, —C(H) (R

Enantioselective Direct Synthesis of Free Cyclic Amines via Intramolecular Reductive Amination

Chiral cyclic amines can be prepared via intramolecular reductive amination of N-Boc-protected amino ketones in a one-pot process. With the complex of iridium and f-spiroPhos as the catalyst, a range of N-Boc-protected amino ketones are smoothly transformed into chiral cyclic free amines in high yields and excellent enantioselectivities (up to 97% ee). Moreover, this method can also be successfully applied to the synthesis of a κ-opioid receptor selective antagonist, (S)-1.

PYRIDO PYRIMIDINES

Compounds of formula and pharmaceutically acceptable salts thereof are described, as well as the pharmaceutical compositions containing said compounds and their pharmaceutically acceptable salts, and the use of said compounds and pharmaceutical compositions for the treatment, control or amelioration of proliferative diseases, including cancer, Down syndrome or early onset Alzheimer's disease.

A One-Pot Process for the Enantioselective Synthesis of Amines via Reductive Amination under Transfer Hydrogenation Conditions

(Equation presented) Cyclic amines may be prepared via a sequence of deprotection followed by intramolecular reductive amination of t-Boc-protected amino ketones under asymmetric transfer hydrogenation conditions. In cases where the corresponding imine reaction proceeds with high enantioselectivity, this is reflected in the one-step process.

Organometallic Ring-Opening Reactions of N-Acyl and N-Alkoxycarbonyl Lactams. Synthesis of Cyclic Imines

The reactions of hexyl- and phenylmagnesium bromides with N-acyl and N-alkoxycarbonyl lactams in tetrahydrofuran at -78 deg C have been performed to determine the factors affecting the regioselectivity.N-Pivaloyl γ- and δ-lactams undergo the ring-opening reactions with both Grignard reagents, whereas on the N-benzoyl γ-lactam a complete selectivity is achieved only with phenylmagnesium bromide.The N-Cbz γ- and δ-lactams preferentially react at the exocyclic carbonyl group, especially with hexylmagnesium bromide.The N-Boc five- to eight-membered lactams undergo the ring-opening reaction to give N-Boc-ω-amino ketones, although the efficiency slightly decreases by increasing the ring size.The deprotection of the N-Boc-ω-amino ketones with trifluoroacetic acid easily affords the corresponding five- to seven-membered cyclic imines.Pyridine alkaloids containing the cyclic imine moiety have been prepared by a modified route, exploiting the more easily available pyridyllithium reagents, instead of the corresponding Grignard reagents.