N-[2-Hydroxy-1,1-bis(hydroxyMethyl)ethyl]carbaMic Acid Benzyl Ester

Base Information

• Chemical Name: N-[2-Hydroxy-1,1-bis(hydroxyMethyl)ethyl]carbaMic Acid Benzyl Ester
• CAS No.: 102522-48-5
• Molecular Formula: C12H17NO5
• Molecular Weight: 255.271
• Mol file: 102522-48-5.mol

Synonyms:N-benzyloxycarbonyl-tris(hydroxymethyl)aminomethane;(2-Hydroxy-1,1-bis-hydroxymethyl-ethyl)-carbamic acid benzyl ester;N-Cbz-tris(hydroxymethyl)aminomethane;N-[2-Hydroxy-1,1-bis(hydroxymethyl)ethyl]carbamic Acid Benzyl Ester;benzyl 1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl carbamate;benzyl 1,3-dihydroxy-2-(hydroxymethyl)propan-2-ylcarbamate;N-(benzyloxycarbonyl)[tris(hydroxymethyl)]methylamine;

Chemical Property of N-[2-Hydroxy-1,1-bis(hydroxyMethyl)ethyl]carbaMic Acid Benzyl Ester

Chemical Property:

• PSA: 99.02000
• LogP: 0.01940
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Acetone, Dichloromethane

Purity/Quality:

99% ^*data from raw suppliers

N-[2-Hydroxy-1,1-bis(hydroxymethyl)ethyl]carbamicAcidPhenylmethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-[2-Hydroxy-1,1-bis(hydroxymethyl)ethyl]carbamic Acid Benzyl Ester is an intermediate used in the preparation of glycocluster peptides.

Technology Process of N-[2-Hydroxy-1,1-bis(hydroxyMethyl)ethyl]carbaMic Acid Benzyl Ester

There total 2 articles about N-[2-Hydroxy-1,1-bis(hydroxyMethyl)ethyl]carbaMic Acid Benzyl Ester 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%

benzyl chloroformate (501-53-1,94274-21-2) + 2-amino-2-hydroxymethyl-1,3-propanediol (77-86-1) → benzyl 1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl carbamate (102522-48-5)

Guidance literature:

With sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃; for 5h;

DOI:10.1002/chem.200501466

Reference yield: 75.0%

C19H21NO5 (1125824-87-4) → benzyl 1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl carbamate (102522-48-5)

Guidance literature:

With phosphomolybdic acid; silica gel; In dichloromethane; at 20 ℃; for 3.5h; chemoselective reaction;

DOI:10.1002/ejoc.200800963

Reference yield: 94.4%

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid (22204-53-1) + benzyl 1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl carbamate (102522-48-5) → C54H53NO11 (1228151-32-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 16h;

DOI:10.3998/ark.5550190.0011.221

upstream raw materials:

benzyl chloroformate

2-amino-2-hydroxymethyl-1,3-propanediol

C₁₉H₂₁NO₅

Downstream raw materials:

5-N-(benzyloxycarbonyl)amino-5-N'-undecylcarbamoyloxymethyl-2,2-dimethyl-1,3-dioxane

N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis(hydroxymethyl)aminomethane

N-(benzyloxycarbonyl)-N'-heptadecylcarbamoyloxymethylbis(hydroxymethyl)aminomethane

5-N-(benzyloxycarbonyl)amino-5-N'-heptadecylcarbamoyloxymethyl-2,2-dimethyl-1,3-dioxane

Refernces

• 1、 Hartmann, Mirja,Betz, Patrick,Sun, Yuchen,Gorb, Stanislav N.,Lindhorst, Thisbe K.,Krueger, Anke. "Saccharide-modified nanodiamond conjugates for the efficient detection and removal of pathogenic bacteria". supporting information; experimental part. p. 6485 - 6492. Retrieved 2012/06/16.
• 2、 Baldoli, Clara,Rigamonti, Clara,Maiorana, Stefano,Licandro, Emanuela,Falciola, Luigi,Mussini, Patrizia Romana. "A new triferrocenyl-tris(hydroxymethyl)aminomethane derivative as a highly sensitive electrochemical marker of biomolecules: Application to the labelling of PNA monomers and their electrochemical characterization". . p. 4091 - 4100. Retrieved 2007/10/03.