(1S,2R)-1-Benzyloxycarbonylamino-2-chlorocarbonyl-cyclopropanecarboxylic acid methyl ester

Base Information

• Chemical Name: (1S,2R)-1-Benzyloxycarbonylamino-2-chlorocarbonyl-cyclopropanecarboxylic acid methyl ester
• CAS No.: 185527-68-8
• Molecular Formula: C₁₄H₁₄ClNO₅
• Molecular Weight: 311.722
• Mol file: 185527-68-8.mol

Synonyms:(1S,2R)-1-Benzyloxycarbonylamino-2-chlorocarbonyl-cyclopropanecarboxylic acid methyl ester

Chemical Property of (1S,2R)-1-Benzyloxycarbonylamino-2-chlorocarbonyl-cyclopropanecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R)-1-Benzyloxycarbonylamino-2-chlorocarbonyl-cyclopropanecarboxylic acid methyl ester

There total 1 articles about (1S,2R)-1-Benzyloxycarbonylamino-2-chlorocarbonyl-cyclopropanecarboxylic acid 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: 94.0%

methyl (1S,2R)-(-)-1-N-benzyloxycarbonylamino-2-carboxycyclopropanecarboxylate (171513-98-7) → (1S,2R)-1-Benzyloxycarbonylamino-2-chlorocarbonyl-cyclopropanecarboxylic acid methyl ester (185527-68-8)

Guidance literature:

With thionyl chloride; In toluene; at 60 ℃; for 24h;

DOI:10.1016/0957-4166(96)00423-5

Reference yield:

(1S,2R)-1-Benzyloxycarbonylamino-2-chlorocarbonyl-cyclopropanecarboxylic acid methyl ester (185527-68-8) → (-)-(Z)-2,3-methano-L-glutamic acid (185527-67-7,765241-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 1 h / 0 °C

2: 4.5 h / Ambient temperature; Irradiation

3: 1.) 6N HCl, AcOH, 2.) propylene oxide / 1.) 90 deg C 6 h, 2.) ethanol, 35 deg C, 10 min

With hydrogenchloride; acetic acid; methyloxirane; In diethyl ether;

DOI:10.1016/0957-4166(96)00423-5

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (1S,2R)-1-Benzyloxycarbonylamino-2-chlorocarbonyl-cyclopropanecarboxylic acid methyl ester (185527-68-8) → (1S,2R)-1-Benzyloxycarbonylamino-2-(2-diazo-acetyl)-cyclopropanecarboxylic acid methyl ester

Guidance literature:

In diethyl ether; at 0 ℃; for 1h;

DOI:10.1016/0957-4166(96)00423-5

upstream raw materials:

methyl (1S,2R)-(-)-1-N-benzyloxycarbonylamino-2-carboxycyclopropanecarboxylate

Downstream raw materials:

(-)-(Z)-2,3-methano-L-glutamic acid

(1S,2S)-1-Benzyloxycarbonylamino-2-methoxycarbonylmethyl-cyclopropanecarboxylic acid methyl ester