N-(tert-butoxycarbonyl)-O-[1-13C]acetyl-L-seryl-4-sulfamoylbenzoic acid

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)-O-[1-13C]acetyl-L-seryl-4-sulfamoylbenzoic acid
• CAS No.: 914800-94-5
• Molecular Formula: C₁₇H₂₂N₂O₉S
• Molecular Weight: 431.425
• Mol file: 914800-94-5.mol

Synonyms:N-(tert-butoxycarbonyl)-O-[1-13C]acetyl-L-seryl-4-sulfamoylbenzoic acid

Chemical Property of N-(tert-butoxycarbonyl)-O-[1-13C]acetyl-L-seryl-4-sulfamoylbenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butoxycarbonyl)-O-[1-13C]acetyl-L-seryl-4-sulfamoylbenzoic acid

There total 5 articles about N-(tert-butoxycarbonyl)-O-[1-13C]acetyl-L-seryl-4-sulfamoylbenzoic acid 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: 88.0%

N-(tert-butoxycarbonyl)-O-[1-13C]acetyl-L-seryl-4-sulfamoylbenzoic acid benzyl ester (914800-93-4) → N-(tert-butoxycarbonyl)-O-[1-13C]acetyl-L-seryl-4-sulfamoylbenzoic acid (914800-94-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 12h;

DOI:10.1080/07328300600778785

Reference yield:

N-(tert-butoxycarbonyl)-O-[1-13C]acetyl-L-serine (914800-92-3) → N-(tert-butoxycarbonyl)-O-[1-13C]acetyl-L-seryl-4-sulfamoylbenzoic acid (914800-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / ethyldiisopropylamine; PyBOP / CH₂Cl₂ / 10 h / -20 °C

2: 88 percent / hydrogen / Pd/C / methanol / 12 h / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1080/07328300600778785

Reference yield:

4-sulfamoylbenzoic acid benzyl ether (100867-23-0) → N-(tert-butoxycarbonyl)-O-[1-13C]acetyl-L-seryl-4-sulfamoylbenzoic acid (914800-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / ethyldiisopropylamine; PyBOP / CH₂Cl₂ / 10 h / -20 °C

2: 88 percent / hydrogen / Pd/C / methanol / 12 h / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1080/07328300600778785

upstream raw materials:

N-(tert-butoxycarbonyl)-O-[1-13C]acetyl-L-seryl-4-sulfamoylbenzoic acid benzyl ester

N-(tert-butoxycarbonyl)-O-[1-13C]acetyl-L-serine

4-sulfamoylbenzoic acid benzyl ether

4-(aminosulfonyl)-benzoic acid

Downstream raw materials:

(2R,4S,5R,6R)-5-Acetylamino-2-[(2R,3R,4R,5R,6S)-5-azido-3,4-bis-benzyloxy-6-((S)-2-tert-butoxycarbonylamino-2-carboxy-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

(2R,4S,5R,6R)-5-Acetylamino-2-[(2R,3R,4R,5R,6R)-5-azido-3,4-bis-benzyloxy-6-((S)-2-tert-butoxycarbonylamino-2-carboxy-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

(2S,4S,5R,6R)-5-Acetylamino-2-[(2R,3R,4R,5R,6S)-5-azido-3,4-bis-benzyloxy-6-((S)-2-tert-butoxycarbonylamino-2-carboxy-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

(2S,4S,5R,6R)-5-Acetylamino-2-[(2R,3R,4R,5R,6R)-5-azido-3,4-bis-benzyloxy-6-((S)-2-tert-butoxycarbonylamino-2-carboxy-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid