Di-tert-butyl tricarbonate

Base Information

• Chemical Name: Di-tert-butyl tricarbonate
• CAS No.: 24424-95-1
• Molecular Formula: C11H18O7
• Molecular Weight: 262.26
• UNII: NS36VZ64XP
• DSSTox Substance ID: DTXSID50472470
• Nikkaji Number: J1.046.448J
• Wikidata: Q27285028
• Mol file: 24424-95-1.mol

Synonyms:Di-tert-butyl tricarbonate;24424-95-1;diBoc-carbonate;Di-tert-butyl tricarbonate [MI];NS36VZ64XP;Tricarbonic acid, bis(1,1-dimethylethyl) ester;Tricarbonic acid, C,C'-bis(1,1-dimethylethyl) ester;UNII-NS36VZ64XP;bis[(2-methylpropan-2-yl)oxycarbonyl] carbonate;di-t-butyl tricarbonate;di(tert-butyl) tricarbonate;SCHEMBL1145251;DTXSID50472470;YZVKCRIFBGZDNI-UHFFFAOYSA-N;Q27285028;carbonic acid tert-butoxycarbonyloxycarbonyl tert-butyl ester

Chemical Property of Di-tert-butyl tricarbonate

Chemical Property:

• PSA: 88.13000
• LogP: 3.00980
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 262.10525291
• Heavy Atom Count: 18
• Complexity: 300

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Di-tert-butyl tricarbonate

There total 5 articles about Di-tert-butyl tricarbonate 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: 60.0%

carbon dioxide (124-38-9,18923-20-1) + potassium tert-butylate (865-47-4) + trichloromethyl chloroformate (503-38-8) → di-tert-butyl tricarbonate (24424-95-1)

Guidance literature:

carbon dioxide; potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

trichloromethyl chloroformate; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.3762/bjoc.9.110

Reference yield:

phosgene (75-44-5) + carbon dioxide (124-38-9,18923-20-1) + potassium tert-butylate (865-47-4) → di-tert-butyl tricarbonate (24424-95-1)

Guidance literature:

Multistep reaction; (i) THF, (ii) /BRN= 1098367/;

DOI:10.1021/jo00835a045

Reference yield:

phosgene (75-44-5) + carbon dioxide (124-38-9,18923-20-1) + tert-butyl alcohol (75-65-0) → di-tert-butyl tricarbonate (24424-95-1)

Guidance literature:

Multistep reaction; (i) NaH, THF, benzene, (ii) /BRN= 1098367/;

DOI:10.1021/jo00406a023

upstream raw materials:

phosgene

carbon dioxide

potassium tert-butylate

tert-butyl alcohol

Downstream raw materials:

di-tert-butyl dicarbonate

N,N'-di(2,4-dimethylphenyl)urea

N,N'-di (2,6-dimethylphenyl) urea

tert-butyl carbonic N-methylphenyl carbamic anhydride

Refernces

• 1、 Willemsen, Jorgen S.,Van Hest, Jan C.M.,Rutjes, Floris P.J.T.. "Aqueous reductive amination using a dendritic metal catalyst in a dialysis bag". supporting information. p. 960 - 965. Retrieved 2013/06/27.