(2RS), 2-benzyloxycarbonylamino, 4-tertiobutylsulfamoyl-butyric acid

Base Information

• Chemical Name: (2RS), 2-benzyloxycarbonylamino, 4-tertiobutylsulfamoyl-butyric acid
• CAS No.: 224822-72-4
• Molecular Formula: C₁₆H₂₄N₂O₆S
• Molecular Weight: 372.442
• Mol file: 224822-72-4.mol

Synonyms:(2RS), 2-benzyloxycarbonylamino, 4-tertiobutylsulfamoyl-butyric acid

Chemical Property of (2RS), 2-benzyloxycarbonylamino, 4-tertiobutylsulfamoyl-butyric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (2RS), 2-benzyloxycarbonylamino, 4-tertiobutylsulfamoyl-butyric acid

There total 2 articles about (2RS), 2-benzyloxycarbonylamino, 4-tertiobutylsulfamoyl-butyric 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: 96.0%

2-benzyloxycarbonylamino-4-tert-butylsulfamoyl-butyric acid methyl ester → (2RS), 2-benzyloxycarbonylamino, 4-tertiobutylsulfamoyl-butyric acid (224822-72-4)

Guidance literature:

With sodium hydroxide; at 20 ℃;

DOI:10.1021/jm9903040

Reference yield:

(2S)-(benzyloxycarbonylamino)-4-chlorosulfonyl-butyric acid methyl ester (255737-47-4) → (2RS), 2-benzyloxycarbonylamino, 4-tertiobutylsulfamoyl-butyric acid (224822-72-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / CHCl₃ / 2 h / 20 °C

2: 96 percent / 1 N aq. NaOH / 20 °C

With sodium hydroxide; In chloroform; 1: amidation / 2: Hydrolysis;

DOI:10.1021/jm9903040

Reference yield:

(2RS), 2-benzyloxycarbonylamino, 4-tertiobutylsulfamoyl-butyric acid (224822-72-4) → (2RS,3RS), 3-benzyloxycarbonylamino-2-(4-methoxybenzylsulfanyl)-5-tertiobutylsulfamoyl-pentanal

Guidance literature:

Multi-step reaction with 6 steps

1: NMM

3: 59 percent / PhCOOAg; Et₃N

4: 76 percent / LDA

5: 70 percent / NaBH₄; LiCl / ethanol; tetrahydrofuran / 20 °C

6: 100 percent / (COCl)2; DMSO

With 4-methyl-morpholine; sodium tetrahydroborate; oxalyl dichloride; silver benzoate; dimethyl sulfoxide; triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; 1: Condensation / 2: Substitution / 3: Arndt-Eistert rearrangement / 4: Metallation / 4: sulfenylation / 5: Reduction / 6: Swern oxidation;

DOI:10.1021/jm9903040

upstream raw materials:

(2S)-(benzyloxycarbonylamino)-4-chlorosulfonyl-butyric acid methyl ester

Downstream raw materials:

(3RS), 3-benzoyloxycarbonylamino, 5-tertiobutylsulfamoyl-pentanoic acid methyl ester