N-Carbobenzoxy-2-nitrobenzenesulfonamide

Base Information

• Chemical Name: N-Carbobenzoxy-2-nitrobenzenesulfonamide
• CAS No.: 245365-64-4
• Molecular Formula: C14H12 N2 O6 S
• Molecular Weight: 336.325
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID90450651
• Nikkaji Number: J1.184.707B
• Wikidata: Q82270451
• Mol file: 245365-64-4.mol

Synonyms:N-Carbobenzoxy-2-nitrobenzenesulfonamide;245365-64-4;Benzyl N-(2-nitrophenyl)sulfonylcarbamate;Benzyl (2-nitrophenyl)sulfonylcarbamate;N-Cbz-2-nitrobenzenesulfonamide;DTXSID90450651;Carbamic acid, N-[(2-nitrophenyl)sulfonyl]-, phenylmethyl ester;MFCD06797080;4-(Trifluoromethyl)pyridine-2-aceticacid;AS-71660;Benzyl ((2-nitrophenyl)sulfonyl)carbamate;C1757;CS-0450087;T70638;(2-Nitrophenylsulfonyl)carbamic acid benzyl ester;BENZYL N-(2-NITROBENZENESULFONYL)CARBAMATE;J-015558

Chemical Property of N-Carbobenzoxy-2-nitrobenzenesulfonamide

Chemical Property:

• Melting Point: 145 °C
• Refractive Index: 1.614
• PKA: 3.24±0.10(Predicted)
• PSA: 126.67000
• Density: 1.446g/cm³
• LogP: 4.20480
• Solubility.: slightly sol. in Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 336.04160728
• Heavy Atom Count: 23
• Complexity: 518

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Carbobenzoxy-2-nitrobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NS(=O)(=O)C2=CC=CC=C2[N+](=O)[O-]

Technology Process of N-Carbobenzoxy-2-nitrobenzenesulfonamide

There total 1 articles about N-Carbobenzoxy-2-nitrobenzenesulfonamide 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%

2-Nitrobenzenesulfonamide (5455-59-4) + benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyl-2-nitrobenzenesulfonamide (245365-64-4)

Guidance literature:

With triethylamine; dmap; In dichloromethane; at 20 ℃; for 0.5h; Under argon;

Reference yield: 93.0%

tert-butyl (2R,5S,3E)-8-[N-(benzyloxycarbonyl)amino]-2-(3-hydroxyprop-1-yl)-5-[N-(o-nitrobenzenesulfonyl)amino]oct-3-enoate (1215685-53-2) + N-benzyloxycarbonyl-2-nitrobenzenesulfonamide (245365-64-4) → tert-butyl (2R,5S,3E)-8-[N-(benzyloxycarbonyl)amino]-2-{3-[N-(benzyloxycarbonyl)-N-(o-nitrobenzenesulfonyl)amino]prop-1-yl}-5-[N-(o-nitrobenzenesulfonyl)amino]oct-3-enoate (1215685-54-3)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 0 ℃; for 24h;

DOI:10.1039/b917236j

Reference yield: 91.0%

(S)-Ethyl lactate (687-47-8) + N-benzyloxycarbonyl-2-nitrobenzenesulfonamide (245365-64-4) → C19H20N2O8S (245364-56-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In benzene; at 23 ℃; for 1h;

DOI:10.1055/s-1999-2827

upstream raw materials:

2-Nitrobenzenesulfonamide

benzyl chloroformate

Downstream raw materials:

C₂₁H₂₆N₂O₆S

C₁₉H₂₀N₂O₈S

C₂₆H₂₂N₂O₇S

C₃₅H₃₇FN₂O₇SSi

Refernces

• 1、 Fukuyama, Tohru,Cheung, Mui,Kan, Toshiyuki. "N-carboalkoxy-2-nitrobenzenesulfonamides: A practical preparation of N- Boc-, N-Alloc-, and N-Cbz-protected primary amines". . p. 1301 - 1303. Retrieved 2007/10/03.