Toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-3,3-dimethoxy-propyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-3,3-dimethoxy-propyl ester
• CAS No.: 126645-29-2
• Molecular Formula: C₁₇H₂₇NO₇S
• Molecular Weight: 389.47
• Mol file: 126645-29-2.mol

Synonyms:Toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-3,3-dimethoxy-propyl ester

Chemical Property of Toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-3,3-dimethoxy-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-3,3-dimethoxy-propyl ester

There total 4 articles about Toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-3,3-dimethoxy-propyl 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: 90.0%

N-<(tert-butyloxy)carbonyl>-L-serinal dimethyl acetal (126645-28-1) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-3,3-dimethoxy-propyl ester (126645-29-2)

Guidance literature:

With pyridine; at 4 ℃;

DOI:10.1021/jo00300a011

Reference yield:

N-tert.-butyloxycarbonyl-L-serinal (91103-36-5,157683-97-1) → Toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-3,3-dimethoxy-propyl ester (126645-29-2)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / methanol / 24 h

2: 90 percent / pyridine / 4 °C

With pyridine; trifluoroacetic acid; In methanol;

DOI:10.1021/jo00300a011

Reference yield:

N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0) → Toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-3,3-dimethoxy-propyl ester (126645-29-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / imidazole / dimethylformamide / 120 h / 50 °C

2: 25 g / DIBAL / toluene / 2 h / -70 °C

3: trifluoroacetic acid / methanol / 24 h

4: 90 percent / pyridine / 4 °C

With pyridine; 1H-imidazole; diisobutylaluminium hydride; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00300a011

upstream raw materials:

N-<(tert-butyloxy)carbonyl>-L-serinal dimethyl acetal

p-toluenesulfonyl chloride

N-tert.-butyloxycarbonyl-L-serinal

N-tert-butyloxycarbonyl-L-serine methyl ester