4-Pentenoicacid,2-amino-2-methyl-,methylester,(2S)-(9CI)

Base Information

• Chemical Name: 4-Pentenoicacid,2-amino-2-methyl-,methylester,(2S)-(9CI)
• CAS No.: 88820-87-5
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.186
• Mol file: 88820-87-5.mol

Synonyms:(S)-2-amino-2-methyl-4-pentenoic acid methyl ester;(S)-2-Amino-2-methyl-pent-4-enoic acid methyl ester;

Chemical Property of 4-Pentenoicacid,2-amino-2-methyl-,methylester,(2S)-(9CI)

Chemical Property:

• Boiling Point: 110 °C(Press: 11 Torr)
• PKA: 6.92±0.25(Predicted)
• PSA: 52.32000
• Density: 0.978±0.06 g/cm3(Predicted)
• LogP: 1.15320

Purity/Quality:

97% ^*data from raw suppliers

(S)-2-Amino-2-methyl-pent-4-enoicacidmethylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Pentenoicacid,2-amino-2-methyl-,methylester,(2S)-(9CI)

There total 11 articles about 4-Pentenoicacid,2-amino-2-methyl-,methylester,(2S)-(9CI) 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: 85.0%

2-[(1R,2R,5R)-2-Hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3E)-ylideneamino]-2-methyl-pent-4-enoic acid methyl ester (136788-35-7,136788-36-8) → (S)-2-Amino-2-(2-propenyl)propionsaeure-methylester (88820-87-5)

Guidance literature:

With citric acid; In tetrahydrofuran; at 25 ℃; 24 to 72 h;

DOI:10.1016/S0040-4020(01)86467-X

Reference yield:

trimethoxonium tetrafluoroborate (420-37-1) + allyl bromide (106-95-6) → L-Alanine methyl ester (10065-72-2) + (R)-2-Amino-2-(2-propenyl)propionsaeure-methylester (71785-67-6) + (S)-2-Amino-2-(2-propenyl)propionsaeure-methylester (88820-87-5)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

Reference yield:

methyl (E)-N-benzylidenealaninate (120328-90-7) + allyl bromide (106-95-6) → (R)-2-Amino-2-(2-propenyl)propionsaeure-methylester (71785-67-6) + (S)-2-Amino-2-(2-propenyl)propionsaeure-methylester (88820-87-5)

Guidance literature:

methyl (E)-N-benzylidenealaninate; allyl bromide; With sodium hydroxide; chiral Cu-salen; In toluene; at 20 ℃;

With methanol; acetyl chloride; In toluene; at 20 ℃; for 6h;

With silica gel; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)01247-8

upstream raw materials:

methanol

C^α-methyl-D,L-allylglycinamide

2-[(1R,2R,5R)-2-Hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3E)-ylideneamino]-2-methyl-pent-4-enoic acid methyl ester

trimethoxonium tetrafluoroborate

Downstream raw materials:

methyl (S)-2-methyl-2-(toluenesulfonylamino)-4-pentenoate

(S)-2-benzyloxycarbonylamino-2-methyl-4-pentenoic acid methyl ester

C₁₈H₂₃NO₆

L-Arg(α-methyl-δ,ω'-di-Cbz)-OMe

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