N-Boc-Imino-(triphenyl)phosphorane

Base Information

• Chemical Name: N-Boc-Imino-(triphenyl)phosphorane
• CAS No.: 68014-21-1
• Molecular Formula: C23H24NO2P
• Molecular Weight: 377.423
• Hs Code.: 29319090
• European Community (EC) Number: 672-406-1
• DSSTox Substance ID: DTXSID80373547
• Nikkaji Number: J552.560H
• Wikidata: Q72449659
• Mol file: 68014-21-1.mol

Synonyms:N-Boc-Imino-(triphenyl)phosphorane;68014-21-1;N-Boc-Imino(triphenyl)phosphorane;tert-Butyl (triphenylphosphoranylidene)carbamate;tert-butyl N-(triphenyl-lambda5-phosphanylidene)carbamate;MFCD00798174;Carbamic acid, (triphenylphosphoranylidene)-, 1,1-dimethylethyl ester;C23H24NO2P;AcNHTEMPO;tert-butyl N-(triphenyl-$l^{5}-phosphanylidene)carbamate;SCHEMBL362216;TERT-BUTYL TRIPHENYLPHOSPHORANYLIDENECARBAMATE;DTXSID80373547;KNXPVXCUELYHDM-UHFFFAOYSA-N;AMY10980;AKOS015899721;AC-6553;CS-W005769;GS-3892;N-?Boc-?Imino-?(triphenyl)?phosphorane;SY046531;Triphenyl(t-butoxycarbonylimino)phosphorane;B5687;FT-0603767;A26279;N-(tert-Butoxycarbonyl)imino(triphenyl)phosphorane;2-Methyl-2-propanyl (triphenylphosphoranylidene)carbamate;Triphenylphosphoranylidenecarbamic acid tert-butyl ester;(Triphenylphosphoranylidene)carbamic Acid tert-Butyl Ester;N-(triphenylphosphoranylidene)-carbamic acid 1,1-dimethylethyl ester

Chemical Property of N-Boc-Imino-(triphenyl)phosphorane

Chemical Property:

• Melting Point: 491.8 °C at 760 mmHg
• Boiling Point: 251.2 °C
• Flash Point: 251.2oC
• PSA: 48.47000
• Density: 1.08 g/cm³
• LogP: 5.09920
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 377.15446601
• Heavy Atom Count: 27
• Complexity: 481

Purity/Quality:

99.0% ^*data from raw suppliers

tert-Butyl (Triphenylphosphoranylidene)carbamate ^*data from reagent suppliers

Safty Information:

• Statements: 23/34/35
• Safety Statements: 36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3
• Uses: tert-Butyl (Triphenylphosphoranylidene)carbamate is used in the preparation of ketimines.

Technology Process of N-Boc-Imino-(triphenyl)phosphorane

There total 12 articles about N-Boc-Imino-(triphenyl)phosphorane 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: 93.0%

N-(tert-butyloxycarbonyl) azide (1070-19-5) + triphenylphosphine (603-35-0) → triphenyl(t-butoxycarbonylimino)phosphorane (68014-21-1)

Guidance literature:

In diethyl ether; for 0.333333h; Ambient temperature;

DOI:10.1021/jo00070a007

Reference yield: 84.0%

t-butoxycarbonylhydrazine (870-46-2) + triphenylphosphine (603-35-0) → triphenyl(t-butoxycarbonylimino)phosphorane (68014-21-1)

Guidance literature:

t-butoxycarbonylhydrazine; With acetic acid; sodium nitrite; In water; at 0 ℃; for 0.916667h;

triphenylphosphine; In diethyl ether; at 20 ℃; for 0.916667h;

DOI:10.1016/bs.mie.2021.04.013

Reference yield: 64.0%

N-(tert-butyloxycarbonyl) azide (1070-19-5) → triphenyl(t-butoxycarbonylimino)phosphorane (68014-21-1) + 1-(t-butoxycarbonyl)-2,3,4,5-tetraphenylpyrrole

Guidance literature:

In benzene; at 80 ℃; for 3h;

DOI:10.1016/0022-328X(89)85033-8

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

triphenylphosphine

N-tert-butyloxycarbonyl-3-(4-cyanophenyl)oxaziridine

N-(triphenylphosphoranylidene)-1H-imidazole-1-carboxamide

Downstream raw materials:

tert-butyl 2,4-dichlorobenzylidenecarbamate

C₂₂H₂₀Cl₂N₂O₃

(R)-tert-butyl (1-benzyl-7-chloro-3-cyano-2-oxoindolin-3-yl)carbamate

C₂₃H₂₅N₃O₃

Refernces

• 1、 Albuquerque, Tábata B.,Da Silva, Caren D. G.,Domingues, Nelson L. C.,Dos Santos, Beatriz F.,Katla, Ramesh,Kupfer, Vicente L.,Rinaldi, Andrelson W.,Tavares Junior, José M. C.. "Cobalt Used as a Novel and Reusable Catalyst: A New and One-Pot Synthesis of Isatin-Derived N, S -Acetals Using Substituted Isatins and Thiols". supporting information. p. 4014 - 4022. Retrieved 2019/10/28.
• 2、 Kang, Chang Won,Sarnowski, Matthew P.,Elbatrawi, Yassin M.,Del Valle, Juan R.. "Access to Enantiopure α-Hydrazino Acids for N-Amino Peptide Synthesis". supporting information. p. 1833 - 1841. Retrieved 2017/02/10.