{2-[(1-azido-2-phenyl-ethyl)-(4-methanesulfonyl-benzyloxy)-phosphinoyloxy]-ethoxy}-acetic acid tert-butyl ester

Base Information

• Chemical Name: {2-[(1-azido-2-phenyl-ethyl)-(4-methanesulfonyl-benzyloxy)-phosphinoyloxy]-ethoxy}-acetic acid tert-butyl ester
• CAS No.: 287174-35-0
• Molecular Formula: C₂₄H₃₂N₃O₈PS
• Molecular Weight: 553.573
• Mol file: 287174-35-0.mol

Synonyms:{2-[(1-azido-2-phenyl-ethyl)-(4-methanesulfonyl-benzyloxy)-phosphinoyloxy]-ethoxy}-acetic acid tert-butyl ester

Chemical Property of {2-[(1-azido-2-phenyl-ethyl)-(4-methanesulfonyl-benzyloxy)-phosphinoyloxy]-ethoxy}-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {2-[(1-azido-2-phenyl-ethyl)-(4-methanesulfonyl-benzyloxy)-phosphinoyloxy]-ethoxy}-acetic acid tert-butyl ester

There total 6 articles about {2-[(1-azido-2-phenyl-ethyl)-(4-methanesulfonyl-benzyloxy)-phosphinoyloxy]-ethoxy}-acetic acid tert-butyl 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:

para-methanesulfonylbenzaldehyde (5398-77-6) → {2-[(1-azido-2-phenyl-ethyl)-(4-methanesulfonyl-benzyloxy)-phosphinoyloxy]-ethoxy}-acetic acid tert-butyl ester (287174-35-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaBH₄ / aq. ethanol

2.1: DIPEA; 1-H-tetrazole / CH₂Cl₂ / 0.25 h

2.2: DIPEA; 1-H-tetrazole / CH₂Cl₂ / 16 h

With 1H-tetrazole; sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; 1.1: Reduction / 2.1: Substitution / 2.2: Substitution;

DOI:10.1016/S0960-894X(00)00137-2

Reference yield:

diethyl 1-hydroxy-2-phenylethylphosphonate (124810-56-6) → {2-[(1-azido-2-phenyl-ethyl)-(4-methanesulfonyl-benzyloxy)-phosphinoyloxy]-ethoxy}-acetic acid tert-butyl ester (287174-35-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrazoic acid; DEAD; PPh₃

3.1: oxalyl chloride; DMF / CH₂Cl₂

4.1: DIPEA; 1-H-tetrazole / CH₂Cl₂ / 0.25 h

4.2: DIPEA; 1-H-tetrazole / CH₂Cl₂ / 16 h

With 1H-tetrazole; hydrogen azide; oxalyl dichloride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; triphenylphosphine; diethylazodicarboxylate; In dichloromethane; 1.1: Azidation / 2.1: Substitution / 3.1: Substitution / 4.1: Substitution / 4.2: Substitution;

DOI:10.1016/S0960-894X(00)00137-2

Reference yield:

(1-Azido-2-phenyl-ethyl)-phosphonic acid diethyl ester (141920-88-9) → {2-[(1-azido-2-phenyl-ethyl)-(4-methanesulfonyl-benzyloxy)-phosphinoyloxy]-ethoxy}-acetic acid tert-butyl ester (287174-35-0)

Guidance literature:

Multi-step reaction with 3 steps

2.1: oxalyl chloride; DMF / CH₂Cl₂

3.1: DIPEA; 1-H-tetrazole / CH₂Cl₂ / 0.25 h

3.2: DIPEA; 1-H-tetrazole / CH₂Cl₂ / 16 h

With 1H-tetrazole; oxalyl dichloride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In dichloromethane; 1.1: Substitution / 2.1: Substitution / 3.1: Substitution / 3.2: Substitution;

DOI:10.1016/S0960-894X(00)00137-2

upstream raw materials:

p-methylsulfonylbenzyl alcohol

(2-hydroxyethoxy)acetic acid tert-butyl ester

C₈H₈Cl₂N₃OP

para-methanesulfonylbenzaldehyde