(2S,4S)-4-azido-pyrrolidine-2-carboxylic acid methyl ester trifluoroacetate

Base Information

• Chemical Name: (2S,4S)-4-azido-pyrrolidine-2-carboxylic acid methyl ester trifluoroacetate
• CAS No.: 84520-70-7
• Molecular Formula: C₂HF₃O₂*C₆H₁₀N₄O₂
• Molecular Weight: 284.195
• Mol file: 84520-70-7.mol

Synonyms:(2S,4S)-4-azido-pyrrolidine-2-carboxylic acid methyl ester trifluoroacetate

Chemical Property of (2S,4S)-4-azido-pyrrolidine-2-carboxylic acid methyl ester trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-4-azido-pyrrolidine-2-carboxylic acid methyl ester trifluoroacetate

There total 1 articles about (2S,4S)-4-azido-pyrrolidine-2-carboxylic acid methyl ester trifluoroacetate 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:

L-4-hydroxyproline methyl ester hydrochloride (40216-83-9) → (2S,4S)-4-azido-pyrrolidine-2-carboxylic acid methyl ester trifluoroacetate (84520-70-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / diisopropylethylamine / dioxane / 2 h / Ambient temperature

2: NaN₃ / dimethylformamide / 45 - 55 °C

3: TFA / CH₂Cl₂ / 0.42 h / Ambient temperature

With sodium azide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00358a017

Reference yield:

(2S,4S)-4-azido-pyrrolidine-2-carboxylic acid methyl ester trifluoroacetate (84520-70-7) + cyclohexanecarbaldehyde (2043-61-0) → (2S,4S)-4-azido-1-cyclohexylmethyl-pyrrolidine-2-carboxylic acid methyl ester (1451054-80-0)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20 ℃; for 20h;

Reference yield:

(2S,4S)-4-azido-pyrrolidine-2-carboxylic acid methyl ester trifluoroacetate (84520-70-7) → C16H19N3O5

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine

2: triphenylphosphine / tetrahydrofuran; water / 2 h / 50 °C

3: N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 20 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/asia.201300297

upstream raw materials:

L-4-hydroxyproline methyl ester hydrochloride

Downstream raw materials:

(4S)-1-benzoyl-1-azido-L-proline methyl ester

(2S,4S)-4-azido-1-cyclohexylmethyl-pyrrolidine-2-carboxylic acid methyl ester

methyl (2S,4S)-4-amino-1-cyclohexylmethyl-pyrrolidine-2-carboxylate

methyl (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylate