O-(2-thiono-1,3,2-oxathiaphospholanyl)-N-(tert-butoxycarbonyl)tyrosine methyl ester

Base Information

• Chemical Name: O-(2-thiono-1,3,2-oxathiaphospholanyl)-N-(tert-butoxycarbonyl)tyrosine methyl ester
• CAS No.: 475107-24-5
• Molecular Formula: C₁₇H₂₄NO₆PS₂
• Molecular Weight: 433.486
• Mol file: 475107-24-5.mol

Synonyms:O-(2-thiono-1,3,2-oxathiaphospholanyl)-N-(tert-butoxycarbonyl)tyrosine methyl ester

Chemical Property of O-(2-thiono-1,3,2-oxathiaphospholanyl)-N-(tert-butoxycarbonyl)tyrosine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of O-(2-thiono-1,3,2-oxathiaphospholanyl)-N-(tert-butoxycarbonyl)tyrosine methyl ester

There total 1 articles about O-(2-thiono-1,3,2-oxathiaphospholanyl)-N-(tert-butoxycarbonyl)tyrosine 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: 75.0%

2-chloro-1,3,2-oxathiaphospholane (20354-32-9) + (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → O-(2-thiono-1,3,2-oxathiaphospholanyl)-N-(tert-butoxycarbonyl)tyrosine methyl ester (475107-24-5)

Guidance literature:

With pyridine; sulfur; at 20 ℃; for 12h;

DOI:10.1021/jo026027d

Reference yield: 74.0%

3-Hydroxypropionitrile (109-78-4) + O-(2-thiono-1,3,2-oxathiaphospholanyl)-N-(tert-butoxycarbonyl)tyrosine methyl ester (475107-24-5) → 2-tert-butoxycarbonylamino-3-{4-[(2-cyano-ethoxy)-mercapto-phosphoryloxy]-phenyl}-propionic acid methyl ester

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1021/jo026027d

Reference yield:

O-(2-thiono-1,3,2-oxathiaphospholanyl)-N-(tert-butoxycarbonyl)tyrosine methyl ester (475107-24-5) → [1-carbamoyl-2-(4-thiophosphonooxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / DBU / acetonitrile / 3 h / 20 °C

2: aq. NH₃ / 24 h / 20 °C

With ammonium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;

DOI:10.1021/jo026027d

upstream raw materials:

2-chloro-1,3,2-oxathiaphospholane

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester