(S)-4-(4-(2-((tert-butoxycarbonyl)amino)-2-carboxyethyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

Base Information

• Chemical Name: (S)-4-(4-(2-((tert-butoxycarbonyl)amino)-2-carboxyethyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide
• CAS No.: 1446512-97-5
• Molecular Formula: C₂₂H₂₃N₃O₉S
• Molecular Weight: 505.505

Synonyms:(S)-4-(4-(2-((tert-butoxycarbonyl)amino)-2-carboxyethyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

Chemical Property of (S)-4-(4-(2-((tert-butoxycarbonyl)amino)-2-carboxyethyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

Chemical Property:

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Technology Process of (S)-4-(4-(2-((tert-butoxycarbonyl)amino)-2-carboxyethyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

There total 3 articles about (S)-4-(4-(2-((tert-butoxycarbonyl)amino)-2-carboxyethyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide 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: 90.0%

(S)-4-(4-(2-((tert-butoxycarbonyl)amino)-3-methoxy-3-oxopropyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide (1446512-90-8) → (S)-4-(4-(2-((tert-butoxycarbonyl)amino)-2-carboxyethyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide (1446512-97-5)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃;

DOI:10.1039/c3ob41047a

Reference yield:

3,4-bis(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide (66074-00-8) → (S)-4-(4-(2-((tert-butoxycarbonyl)amino)-2-carboxyethyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide (1446512-97-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 20 °C

2: sodium hydroxide; water / tetrahydrofuran / 20 °C

With water; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c3ob41047a

Reference yield:

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → (S)-4-(4-(2-((tert-butoxycarbonyl)amino)-2-carboxyethyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide (1446512-97-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 20 °C

2: sodium hydroxide; water / tetrahydrofuran / 20 °C

With water; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c3ob41047a

upstream raw materials:

3,4-bis(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

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

(S)-4-(4-(2-((tert-butoxycarbonyl)amino)-3-methoxy-3-oxopropyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

Downstream raw materials:

C₄₆H₄₉N₅O₁₃S

C₆₁H₆₄N₈O₁₄S₂

C₂₈H₃₄N₄O₁₀S

C₃₂H₃₄N₄O₁₀S

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