2-Furanacetic acid, a-[[(phenylmethoxy)carbonyl]amino]-, methyl ester

Base Information

• Chemical Name: 2-Furanacetic acid, a-[[(phenylmethoxy)carbonyl]amino]-, methyl ester
• CAS No.: 60242-05-9
• Molecular Formula: C₁₅H₁₅NO₅
• Molecular Weight: 289.288
• Mol file: 60242-05-9.mol

Synonyms:

Chemical Property of 2-Furanacetic acid, a-[[(phenylmethoxy)carbonyl]amino]-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Furanacetic acid, a-[[(phenylmethoxy)carbonyl]amino]-, methyl ester

There total 3 articles about 2-Furanacetic acid, a-[[(phenylmethoxy)carbonyl]amino]-, methyl 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: 81.0%

furan (110-00-9) + methyl 2-(benzyloxycarbonylamino)-2-methoxyacetate (127357-37-3,58237-86-8) → (RS)-methyl 2-(benzyloxycarbonylamino)-2-(furan-2-yl)acetate (113452-72-5,139014-80-5,60242-05-9)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether; at 20 ℃; for 24h;

DOI:10.1016/j.bmc.2012.04.002

Reference yield:

O-benzyl carbamate (621-84-1) → (RS)-methyl 2-(benzyloxycarbonylamino)-2-(furan-2-yl)acetate (113452-72-5,139014-80-5,60242-05-9)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 144 h / 20 °C

2: sulfuric acid / 0 - 20 °C

3: boron trifluoride diethyl etherate / diethyl ether / 24 h / 20 °C

With sulfuric acid; boron trifluoride diethyl etherate; In diethyl ether;

DOI:10.1016/j.bmc.2012.04.002

Reference yield:

N-benzyloxycarbonyl-glycine (79002-45-2,56538-57-9) → (RS)-methyl 2-(benzyloxycarbonylamino)-2-(furan-2-yl)acetate (113452-72-5,139014-80-5,60242-05-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 0 - 20 °C

2: boron trifluoride diethyl etherate / diethyl ether / 24 h / 20 °C

With sulfuric acid; boron trifluoride diethyl etherate; In diethyl ether;

DOI:10.1016/j.bmc.2012.04.002

upstream raw materials:

furan

methyl 2-(benzyloxycarbonylamino)-2-methoxyacetate

O-benzyl carbamate

N-benzyloxycarbonyl-glycine

Downstream raw materials:

methyl 4,6-dibromo-3-hydroxypyridine-2-carboxylate

methyl 2-amino-2-(furan-2-yl)acetate

Acetic acid 2-benzyloxycarbonylamino-2-(2,5-dimethoxy-2,5-dihydro-furan-2-yl)-ethyl ester

Acetic acid 2-benzyloxycarbonylamino-2-(2,5-dimethoxy-tetrahydro-furan-2-yl)-ethyl ester

Refernces

• 1、 Baruah, Pranjal K.,Dinsmore, Jason,King, Amber M.,Salomé, Christophe,De Ryck, Marc,Kaminski, Rafal,Provins, Laurent,Kohn, Harold. "Synthesis, anticonvulsant activity, and neuropathic pain-attenuating activity of N-benzyl 2-amino-2-(hetero)aromatic acetamides". supporting information; experimental part. p. 3551 - 3564. Retrieved 2012/07/28.
• 2、 Ciufolini, Marco A.,Wood, Cynthia Y.. "THE AZA-ACHMATOWICZ REARRANGEMENT: A ROUTE TO USEFUL BUILDING BLOCKS FOR N- CONTAINING STRUCTURES". . p. 5085 - 5088. Retrieved 2007/10/02.