N-tert-Butyloxycarbonyl-2-phenylthiazolidine-4-carboxylic acid hydrazide

Base Information

• Chemical Name: N-tert-Butyloxycarbonyl-2-phenylthiazolidine-4-carboxylic acid hydrazide
• CAS No.: 106086-15-1
• Molecular Formula: C15H21 N3 O3 S
• Molecular Weight: 323.416
• DSSTox Substance ID: DTXSID20909900
• Mol file: 106086-15-1.mol

Synonyms:BRN 5608616;106086-15-1;N-tert-Butyloxycarbonyl-2-phenylthiazolidine-4-carboxylic acid hydrazide;2-Phenyl-3,4-thiazolidinedicarboxylic acid 3-(1,1-dimethylethyl) ester 4-hydrazide;3,4-Thiazolidinedicarboxylic acid, 2-phenyl-, 3-(1,1-dimethylethyl) ester, 4-hydrazide;SCHEMBL3072053;DTXSID20909900;tert-butyl 4-(hydroxymethyl)-2-phenyl-1,3-thiazolidine-3-carboxylate

Chemical Property of N-tert-Butyloxycarbonyl-2-phenylthiazolidine-4-carboxylic acid hydrazide

Chemical Property:

• Vapor Pressure: 1.79E-08mmHg at 25°C
• Boiling Point: 438.8°Cat760mmHg
• Flash Point: 219.2°C
• Density: 1.185g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 295.12421471
• Heavy Atom Count: 20
• Complexity: 337

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C(CSC1C2=CC=CC=C2)CO

Technology Process of N-tert-Butyloxycarbonyl-2-phenylthiazolidine-4-carboxylic acid hydrazide

There total 4 articles about N-tert-Butyloxycarbonyl-2-phenylthiazolidine-4-carboxylic acid hydrazide 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: 79.0%

N-Oxysuccinimide N'-tert-butyloxycarbonyl-2-phenylthiazolidine-4-carboxylate (106086-12-8) → N-tert-Butyloxycarbonyl-2-phenylthiazolidine-4-carboxylic acid hydrazide (106086-15-1)

Guidance literature:

With hydrazine; In ethyl acetate; for 2h; Ambient temperature;

DOI:10.1007/BF01148643

Reference yield:

(4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidine-4-carboxylic acid (106086-10-6) → N-tert-Butyloxycarbonyl-2-phenylthiazolidine-4-carboxylic acid hydrazide (106086-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / pyridine / dimethylformamide / 2 h / Ambient temperature

2: 79 percent / hydrazine / ethyl acetate / 2 h / Ambient temperature

With pyridine; hydrazine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1007/BF01148643

Reference yield:

(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid (196930-46-8) → N-tert-Butyloxycarbonyl-2-phenylthiazolidine-4-carboxylic acid hydrazide (106086-15-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / Et₃N / dimethylformamide / 2 h / Ambient temperature

2: 81 percent / pyridine / dimethylformamide / 2 h / Ambient temperature

3: 79 percent / hydrazine / ethyl acetate / 2 h / Ambient temperature

With pyridine; triethylamine; hydrazine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1007/BF01148643

upstream raw materials:

N-Oxysuccinimide N'-tert-butyloxycarbonyl-2-phenylthiazolidine-4-carboxylate

(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid

di-tert-butyl dicarbonate

(4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidine-4-carboxylic acid

Refernces

• 1、 Pavlova, L. A.,Komarova, T. V.,Davidovich, Yu. A.,Rogozhin, S. V.,Puchkova, S. M.,Tuzhilkova, T. N.. "SYNTHESIS OF DERIVATIVES OF 2-PHENYLTHIAZOLIDINE-4-CARBOXYLIC ACID AND A STUDY OF THEIR RADIOPROTECTIVE PROPERTIES". . p. 653 - 658. Retrieved 2007/10/02.