Chloromethyl 2-((tert-butoxycarbonyl)amino)acetate

Base Information

• Chemical Name: Chloromethyl 2-((tert-butoxycarbonyl)amino)acetate
• CAS No.: 34573-36-9
• Molecular Formula: C8H14ClNO4
• Molecular Weight: 223.656
• European Community (EC) Number: 842-938-0
• Nikkaji Number: J573.466E
• Mol file: 34573-36-9.mol

Synonyms:34573-36-9;chloromethyl 2-{[(tert-butoxy)carbonyl]amino}acetate;chloromethyl 2-((tert-butoxycarbonyl)amino)acetate;chloromethyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate;SCHEMBL6939520;DUFKNCLUXASETI-UHFFFAOYSA-N;EN300-375918;chloromethyl2-{[(tert-butoxy)carbonyl]amino}acetate

Chemical Property of Chloromethyl 2-((tert-butoxycarbonyl)amino)acetate

Chemical Property:

• Boiling Point: 302.4±22.0 °C(Predicted)
• PSA: 64.63000
• Density: 1.190±0.06 g/cm3(Predicted)
• LogP: 1.64150
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 223.0611356
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

Chloromethyl2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Chloromethyl 2-((tert-butoxycarbonyl)amino)acetate

There total 5 articles about Chloromethyl 2-((tert-butoxycarbonyl)amino)acetate 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: 93.8%

BOC-glycine (4530-20-5) + chlorosulfuric acid chloromethyl ester (49715-04-0) → N-[(1,1-dimethylethoxy)carbonyl]glycine chloromethyl ester (34573-36-9)

Guidance literature:

BOC-glycine; With sodium hydrogencarbonate; In water; for 0.5h;

With tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; water; for 0.333333h;

chlorosulfuric acid chloromethyl ester; In dichloromethane; water; for 15h;

Reference yield: 71.3%

→ N-[(1,1-dimethylethoxy)carbonyl]glycine chloromethyl ester (34573-36-9)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; In dichloromethane; water; at 0 ℃; for 0.166667h;

In dichloromethane; water; at 0 - 20 ℃; for 20h;

Reference yield: 49.0%

chlorobromomethane (74-97-5) + Boc-glycine cesium salt (42538-64-7) → N-[(1,1-dimethylethoxy)carbonyl]glycine chloromethyl ester (34573-36-9)

Guidance literature:

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

DOI:10.1081/SCC-120018930

upstream raw materials:

BOC-glycine

Chloroiodomethane

chlorosulfuric acid chloromethyl ester

chlorobromomethane

Downstream raw materials:

(6R)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid N-tert-butoxycarbonyl-glycyloxymethyl ester

tert-Butoxycarbonylamino-acetic acid 3-[(2R,4S,5R)-4-(4-chloro-benzyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-fluoro-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-ylmethyl ester

tert-Butoxycarbonylamino-acetic acid 3-[(2R,4S,5R)-5-(2-amino-acetoxymethyl)-4-(4-chloro-benzyloxy)-tetrahydro-furan-2-yl]-5-fluoro-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-ylmethyl ester

tert-Butoxycarbonylamino-acetic acid 3-[(2R,4S,5R)-4-(4-chloro-benzyloxy)-5-(2-methylamino-acetoxymethyl)-tetrahydro-furan-2-yl]-5-fluoro-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-ylmethyl ester