N-Benzyloxycarbonylglycine thioamide

Base Information

• Chemical Name: N-Benzyloxycarbonylglycine thioamide
• CAS No.: 49548-40-5
• Molecular Formula: C10H12N2O2S
• Molecular Weight: 224.283
• Hs Code.: 2930909090
• European Community (EC) Number: 672-534-8
• DSSTox Substance ID: DTXSID80373461
• Nikkaji Number: J1.169.207I
• Wikidata: Q82161635
• Mol file: 49548-40-5.mol

Synonyms:N-Benzyloxycarbonylglycine thioamide;49548-40-5;BENZYL (2-AMINO-2-THIOXOETHYL)CARBAMATE;benzyl N-(2-amino-2-sulfanylideneethyl)carbamate;benzyl N-(carbamothioylmethyl)carbamate;MFCD03452777;SCHEMBL1337448;benzyloxycarbonylaminothioacetamide;DTXSID80373461;NWHXDCPLGZXNOR-UHFFFAOYSA-N;Carbamic acid, (2-amino-2-thioxoethyl)-, phenylmethyl ester;BBL100657;STL554451;benzyl 2-amino-2-thioxoethylcarbamate;AKOS005255004;N-(Benzyloxycarbonyl)glycine Thioamide;2-(Benzyloxycarbonylamino)thioacetamide;SB80215;AC-17169;AS-42857;benzyl N-(2-amino-2-thioxo-ethyl)carbamate;CS-0212927;FT-0639868;EN300-79656;N( alpha )-Benzyloxycarbonylglycine thioamide;A827743;Carbamic acid,N-(2-amino-2-thioxoethyl)-,phenylmethyl ester;N-(2-amino-2-sulfanylideneethyl)carbamic acid (phenylmethyl) ester;CARBAMIC ACID,N-(2-AMINO-2-THIOXOETHYL)-, PHENYLMETHYL ESTER

Chemical Property of N-Benzyloxycarbonylglycine thioamide

Chemical Property:

• Melting Point: 144 °C
• Refractive Index: 1.612
• PKA: 11.14±0.46(Predicted)
• PSA: 96.44000
• Density: 1.272 g/cm³
• LogP: 2.29010
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 224.06194880
• Heavy Atom Count: 15
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

N-BenzyloxycarbonylglycineThioamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N,Xi,T,F
• Hazard Codes: Xn,N,Xi,T,F

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCC(=S)N
• Uses: N-Benzyloxycarbonylglycine Thioamide can be prepared to use as antibacterial agents.

Technology Process of N-Benzyloxycarbonylglycine thioamide

There total 6 articles about N-Benzyloxycarbonylglycine thioamide 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%

N-(carbobenzyloxy)glycinamide (949-90-6) → N-benzyloxycarbonylglycine thioamide (49548-40-5)

Guidance literature:

With Lawessons reagent; In tetrahydrofuran; at 25 ℃; for 4h;

DOI:10.1002/jhet.5570320436

Reference yield: 94.0%

phenylmethyl cyanomethylcarbamate (3589-41-1) → N-benzyloxycarbonylglycine thioamide (49548-40-5)

Guidance literature:

With Dowex 1X₈ SH^(1-); hydrogen sulfide; In methanol; at 20 ℃; for 3h;

DOI:10.1055/s-2002-33649

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonylglycine thioamide (49548-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / KHCO₃ / H₂O; dioxane / 2 h

2: 95 percent / Lawesson's reagent / tetrahydrofuran / 4 h / 25 °C

With Lawessons reagent; potassium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1002/jhet.5570320436

upstream raw materials:

phenylmethyl cyanomethylcarbamate

N-(carbobenzyloxy)glycinamide

ethyl 2-phenylmethoxycarbonylaminoethaneimidothioate monohydrochloride

benzyl chloroformate

Downstream raw materials:

(Benzyloxycarbonylamino)thioacetimidsaeure-methylester-fluorsulfonat

C₁₃H₁₃N₃O₃S

Z-(gly)Thz-OH

Refernces

• 1、 Ruiz-Rodriguez,Miguel,Preciado,Acosta,Adan,Bidon-Chanal,Luque,Mitjans,Lavilla,Albericio. "Polythiazole linkers as functional rigid connectors: A new RGD cyclopeptide with enhanced integrin selectivity". . p. 3929 - 3935. Retrieved 2014/11/27.
• 2、 -. "Heterocyclic Compounds Useful as RAF Kinase Inhibitors". Page/Page column 32. . Retrieved 2009/01/24.