tert-Butyl 3-formylbenzylcarbamate

Base Information

• Chemical Name: tert-Butyl 3-formylbenzylcarbamate
• CAS No.: 170853-04-0
• Molecular Formula: C13H17NO3
• Molecular Weight: 235.283
• Hs Code.: 2922390090
• DSSTox Substance ID: DTXSID30383454
• Nikkaji Number: J2.269.467G
• Wikidata: Q82175165
• Mol file: 170853-04-0.mol

Synonyms:tert-Butyl 3-formylbenzylcarbamate;170853-04-0;tert-butyl N-[(3-formylphenyl)methyl]carbamate;tert-Butyl (3-formylbenzyl)carbamate;N-Boc-3-formylbenzylamine;1,1-Dimethylethyl-N-[(3-formylphenyl)methyl]carbamate;3-(Aminomethyl)benzaldehyde, N-BOC protected;SCHEMBL209838;DTXSID30383454;JORXNWZTJLYRQA-UHFFFAOYSA-N;MFCD06659091;AKOS004910664;PS-6256;tert-butyl N-(3 formylbenzyl)carbamate;tert-butyl n-(3-formylbenzyl)carbamate;TERT-BUTYL3-FORMYLBENZYLCARBAMATE;AC-26480;CS-0211017;FT-0736838;(3-formylbenzyl)carbamic acid tert-butyl ester;EN300-170528;tert-Butyl 3-formylbenzylcarbamate, AldrichCPR;(3-Formyl-benzyl)-carbamic acid tert-butyl ester;A881982;W-206007;Z1505708769;Carbamicacid,N-[(3-formylphenyl)methyl]-,1,1-dimethylethyl ester

Chemical Property of tert-Butyl 3-formylbenzylcarbamate

Chemical Property:

• Vapor Pressure: 4.58E-06mmHg at 25°C
• Melting Point: 59 °C
• Refractive Index: 1.538
• Boiling Point: 382.9 °C at 760 mmHg
• PKA: 12.00±0.46(Predicted)
• Flash Point: 185.3 °C
• PSA: 55.40000
• Density: 1.108g/cm³
• LogP: 2.91470
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 235.12084340
• Heavy Atom Count: 17
• Complexity: 270

Purity/Quality:

98%min ^*data from raw suppliers

3-(Aminomethyl)benzaldehyde, N-Boc protected 90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-51

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1=CC(=CC=C1)C=O

Technology Process of tert-Butyl 3-formylbenzylcarbamate

There total 14 articles about tert-Butyl 3-formylbenzylcarbamate 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: 98.0%

tert-butyl [3-(1,3-dioxolan-2-yl)benzyl]carbamate (875582-81-3) → t-butyl N-(3-formylbenzyl)carbamate (170853-04-0)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 20 ℃;

DOI:10.1055/s-2005-918461

Reference yield: 94.0%

1,1-dimethylethyl {[3-(hydroxymethyl)phenyl]methyl}carbamate (226070-69-5) → t-butyl N-(3-formylbenzyl)carbamate (170853-04-0)

Guidance literature:

With sodium acetate; pyridinium chlorochromate; In dichloromethane; at 25 ℃; for 6h;

Reference yield:

4-morpholinecarboxaldehyde (4394-85-8) + t-butyl N-(3-bromobenzyl)carbamate (171663-13-1) → t-butyl N-(3-formylbenzyl)carbamate (170853-04-0)

Guidance literature:

t-butyl N-(3-bromobenzyl)carbamate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

4-morpholinecarboxaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

upstream raw materials:

tert-butyl [3-(1,3-dioxolan-2-yl)benzyl]carbamate

3-(1,3-dioxolan-2-yl)benzylamine

3-Cyanobenzaldehyde

3-(1,3-dioxolan-2-yl)-benzonitrile

Downstream raw materials:

{3-[3-(4(S)-benzyl-2-oxooxazolidin-3-yl)-1(R)-hydroxy-2(S)-isopropoxy-3-oxopropyl]benzyl}carbamic acid t-butyl ester

3-[3-(tert-butoxycarbonylamino-methyl)-phenyl]-acrylic acid methyl ester

tert-butyl N-(3-((3-(1H-indazol-5-ylamino)piperidin-1-yl)methyl)phenyl)methyl carbamate

(3-{6-bromo-7-[4-(thiazol-2-ylcarbamoylmethyl)-piperazin-1-yl]-3H-imidazo[4,5-b]pyridin-2-yl}-benzyl)-carbamic acid tert-butyl ester

Refernces

• 1、 -. "HISTONE DEACETYLASE INHIBITORS". . . Retrieved 2012/05/04.
• 2、 Erdelyi, Mate,Varedian, Miranda,Skoeld, Christian,Niklasson, Ida B.,Nurbo, Johanna,Persson, Asa,Bergquist, Jonas,Gogoll, Adolf. "Chemistry and folding of photomodulable peptides - Stilbene and thioaurone-type candidates for conformational switches". experimental part. p. 4356 - 4373. Retrieved 2009/02/07.