(R)-METHYL-2-BOC-AMINO-4-PENTENOIC ACID

Base Information

• Chemical Name: (R)-METHYL-2-BOC-AMINO-4-PENTENOIC ACID
• CAS No.: 150652-96-3
• Molecular Formula: C11H19NO4
• Molecular Weight: 229.276
• Hs Code.: 2924199090
• Mol file: 150652-96-3.mol

Synonyms:(R)-METHYL-2-BOC-AMINO-4-PENTENOIC ACID;D-METHYL-BOC-ALLYLGLYCINE;(R)-Methyl 2-(tert-butoxycarbonylamino)-pent-4-enoate

Chemical Property of (R)-METHYL-2-BOC-AMINO-4-PENTENOIC ACID

Chemical Property:

• Boiling Point: 302.0±35.0 °C(Predicted)
• PKA: 11.08±0.46(Predicted)
• PSA: 64.63000
• Density: 1.035±0.06 g/cm3(Predicted)
• LogP: 2.01970
• Storage Temp.: 2-8°C

Purity/Quality:

98%+ ^*data from raw suppliers

(R)-Methyl2-((tert-Butoxycarbonyl)amino)pent-4-enoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-Methyl 2-((tert-Butoxycarbonyl)amino)pent-4-enoate is a useful reactant for the synthesis of NMDA receptor-targeting radiolabeled ligands which could be used for brain imaging.

Technology Process of (R)-METHYL-2-BOC-AMINO-4-PENTENOIC ACID

There total 19 articles about (R)-METHYL-2-BOC-AMINO-4-PENTENOIC ACID 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: 100.0%

methanol (67-56-1) + D-allylglycine (54594-06-8) + di-tert-butyl dicarbonate (24424-99-5) → (R)-2-(tert-butoxycarbonyl)amino-4-pentenoic acid methyl ester (150652-96-3)

Guidance literature:

methanol; D-allylglycine; With thionyl chloride; at 0 - 20 ℃; Inert atmosphere;

di-tert-butyl dicarbonate; With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃; for 20h; basic pH;

Reference yield: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-2-allylglycine methyl ester (81136-73-4) → (R)-2-(tert-butoxycarbonyl)amino-4-pentenoic acid methyl ester (150652-96-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

Reference yield: 75.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-methyl 2-((diphenylmethylene)amino)pent-4-enoate (118169-12-3) → (R)-2-(tert-butoxycarbonyl)amino-4-pentenoic acid methyl ester (150652-96-3)

Guidance literature:

(R)-methyl 2-((diphenylmethylene)amino)pent-4-enoate; With hydrogenchloride; water; In methanol; for 1h; Reflux;

di-tert-butyl dicarbonate; With sodium hydrogencarbonate; In methanol; water; at 20 ℃; for 2h; pH=8;

DOI:10.1039/c0ob00871k

upstream raw materials:

diazomethane

[(R)-1-((2R,5R)-2,5-Bis-methoxymethyl-pyrrolidine-1-carbonyl)-but-3-enyl]-carbamic acid tert-butyl ester

N-(tert-butoxycarbonyl)-D-allylglycine

methanol

Downstream raw materials:

(R)-tert-butyl (1-hydroxypent-4-en-2-yl)carbamate

ethyl (5R,αR)-5-(2-tert-butoxycarbonylamino-2-methoxycarbonylethyl)-4,5-dihydro-1-phenyl-1H-pyrazole-3-carboxylate

ethyl (5S,αR)-5-(2-tert-butoxycarbonylamino-2-methoxycarbonylethyl)-4,5-dihydro-1-phenyl-1H-pyrazole-3-carboxylate

C₁₈H₂₃N₃O₆

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