tert-Butyl 4-hydroxybenzylcarbamate

Base Information

• Chemical Name: tert-Butyl 4-hydroxybenzylcarbamate
• CAS No.: 149505-94-2
• Molecular Formula: C12H17NO3
• Molecular Weight: 223.272
• Hs Code.: 2924297099
• European Community (EC) Number: 813-031-7
• Nikkaji Number: J2.235.607K
• Mol file: 149505-94-2.mol

Synonyms:tert-Butyl 4-hydroxybenzylcarbamate;149505-94-2;4-[(Boc-amino)methyl]phenol;Tert-butyl N-[(4-hydroxyphenyl)methyl]carbamate;4-(N-Boc-aminomethyl)phenol;MFCD18206146;Carbamic acid, (4-hydroxyphenyl)methyl-, 1,1-dimethylethyl ester;4-[[(tert-Butoxycarbonyl)amino]methyl]phenol;SCHEMBL506202;PONJIMVVHPQAJL-UHFFFAOYSA-N;tert-butyl 4-hydoxybenzylcarbamate;tert-Butyl4-hydroxybenzylcarbamate;AMY10376;ZFA50594;t-butyl (4-hydroxybenzyl)-carbamate;AKOS027323327;SB79590;4-(tert-Butoxycarbonylaminomethyl)phenol;tert-Butoxycarbonyl-4-hydroxybenzylamine;4-(Aminomethyl)phenol, N-BOC protected;tert-Butyl N-[4-hydroxybenzyl]carbamate;AS-44507;SY044728;CS-0068163;EN300-115044;(4-Hydroxybenzyl)-carbamic acid tert-butyl ester;(4-Hydroxy-benzyl)-carbamic acid tert-butyl ester;Z1480780477;N-[(4-Hydroxyphenyl)methyl]carbamic acid tert-butyl ester

Chemical Property of tert-Butyl 4-hydroxybenzylcarbamate

Chemical Property:

• Melting Point: 105-107 °C
• Boiling Point: 381.3±25.0 °C(Predicted)
• PKA: 9.69±0.15(Predicted)
• PSA: 58.56000
• Density: 1.121±0.06 g/cm3(Predicted)
• LogP: 2.80780
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 223.12084340
• Heavy Atom Count: 16
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl4-Hydroxybenzylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of tert-Butyl 4-hydroxybenzylcarbamate

There total 14 articles about tert-Butyl 4-hydroxybenzylcarbamate 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-aminomethylphenol (696-60-6) → tert-butyl (4-hydroxybenzyl)carbamate (149505-94-2)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water;

Reference yield: 97.0%

tert-butyl 2,5-dioxopyrrolidin-1-yl carbonate (13139-12-3) + 4-aminomethylphenol (696-60-6) → tert-butyl (4-hydroxybenzyl)carbamate (149505-94-2)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2019.115216

Reference yield: 93.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-hydroxybenzylamine hydrobromide (90430-14-1) → tert-butyl (4-hydroxybenzyl)carbamate (149505-94-2)

Guidance literature:

With sodium hydrogencarbonate; In methanol; at 20 ℃; for 24h;

DOI:10.1021/jo050969b

upstream raw materials:

di-tert-butyl dicarbonate

4-hydroxybenzylamine hydrobromide

4-aminomethylphenol

4-methoxy-benzylamine

Downstream raw materials:

2-[4-(tert-butoxycarbonylamino-methyl)-phenoxy]-2-methyl-propionic acid ethyl ester

N-t-butoxycarbonyl-N-((4-methanesulfonyloxyphenyl)methane)amine

ethyl [4-(t-butoxycarbonylamino-methyl)-phenoxy]-acetate

C₅₅H₆₉N₃O₉

Refernces

• 1、 Karakus, Ozlem Ozen,Godugu, Kavitha,Rajabi, Mehdi,Mousa, Shaker A.. "Dual Targeting of Norepinephrine Transporter (NET) Function and Thyrointegrin αvβ3 Receptors in the Treatment of Neuroblastoma". . p. 7653 - 7662. Retrieved 2020.
• 2、 Kim, HyeMi,Lee, Hyung-Il. "Efficient oxidative self-coupling of polystyrene bearing chain-end primary amines". . p. 336 - 340. Retrieved 2015.
• 3、 -. "Novel derivatives of urea and use thereof". Paragraph 0097; 0099-0102. . Retrieved 2021/10/27.
• 4、 Karakus, Ozlem Ozen,Godugu, Kavitha,Fujioka, Kazutoshi,Mousa, Shaker A.. "Design, synthesis, and biological evaluation of novel bifunctional thyrointegrin antagonists for neuroblastoma". . . Retrieved 2021/06/21.