tert-butyl 3-<(benzyloxycarbonyl)amino>-4-(O-tosyl)butanoate

Base Information

• Chemical Name: tert-butyl 3-<(benzyloxycarbonyl)amino>-4-(O-tosyl)butanoate
• CAS No.: 146398-03-0
• Molecular Formula: C₂₃H₂₉NO₇S
• Molecular Weight: 463.552
• Mol file: 146398-03-0.mol

Synonyms:tert-butyl 3-<(benzyloxycarbonyl)amino>-4-(O-tosyl)butanoate

Chemical Property of tert-butyl 3-<(benzyloxycarbonyl)amino>-4-(O-tosyl)butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 3-<(benzyloxycarbonyl)amino>-4-(O-tosyl)butanoate

There total 3 articles about tert-butyl 3-<(benzyloxycarbonyl)amino>-4-(O-tosyl)butanoate 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:

(2R)-2-{[(benzyloxy)carbonyl]amino}-4-tert-butoxy-4-oxobutanoic acid (71449-08-6) → tert-butyl 3-<(benzyloxycarbonyl)amino>-4-(O-tosyl)butanoate (146398-03-0)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / tetrahydrofuran / 0.5 h / -10 °C

2: NaBH₄ / tetrahydrofuran; H₂O / 4 h / Ambient temperature

3: pyridine / -5 °C

With pyridine; sodium tetrahydroborate; triethylamine; In tetrahydrofuran; water;

DOI:10.1055/s-1992-26315

Reference yield:

(R)-3-Benzyloxycarbonylamino-4-ethoxycarbonyloxy-4-oxo-butyric acid tert-butyl ester → tert-butyl 3-<(benzyloxycarbonyl)amino>-4-(O-tosyl)butanoate (146398-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / tetrahydrofuran; H₂O / 4 h / Ambient temperature

2: pyridine / -5 °C

With pyridine; sodium tetrahydroborate; In tetrahydrofuran; water;

DOI:10.1055/s-1992-26315

Reference yield:

(R)-4-hydroxy-2-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester (146398-01-8) + p-toluenesulfonyl chloride (98-59-9) → tert-butyl 3-<(benzyloxycarbonyl)amino>-4-(O-tosyl)butanoate (146398-03-0)

Guidance literature:

With pyridine; at -5 ℃;

DOI:10.1055/s-1992-26315

upstream raw materials:

(R)-4-hydroxy-2-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester

p-toluenesulfonyl chloride

(2R)-2-{[(benzyloxy)carbonyl]amino}-4-tert-butoxy-4-oxobutanoic acid

Downstream raw materials:

(S)-tert-butyl 3-<(benzyloxycarbonyl)amino>-5-methylhexanoate

N-Benzyloxycarbonyl-L-Homoleucine

tert-butyl 3-<(benzyloxycarbonyl)amino>-4-iodobutanoate