2-BenzyloxycarbonylaMino-5-hydroxy-pentanoicacidtert-butylester

Base Information

• Chemical Name: 2-BenzyloxycarbonylaMino-5-hydroxy-pentanoicacidtert-butylester
• CAS No.: 125076-26-8
• Molecular Formula: C17H25NO5
• Molecular Weight: 323.389
• Mol file: 125076-26-8.mol

Synonyms:2-BenzyloxycarbonylaMino-5-hydroxy-pentanoicacidtert-butylester

Chemical Property of 2-BenzyloxycarbonylaMino-5-hydroxy-pentanoicacidtert-butylester

Chemical Property:

• Boiling Point: 475.7±45.0 °C(Predicted)
• PKA: 10.87±0.46(Predicted)
• PSA: 84.86000
• Density: 1.136±0.06 g/cm3(Predicted)
• LogP: 2.78650

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-BenzyloxycarbonylaMino-5-hydroxy-pentanoicacidtert-butylester

There total 6 articles about 2-BenzyloxycarbonylaMino-5-hydroxy-pentanoicacidtert-butylester 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: 87.0%

2-Benzyloxycarbonylamino-5-isobutoxycarbonyloxy-5-oxo-pentanoic acid tert-butyl ester → 2-Benzyloxycarbonylamino-5-hydroxy-pentanoic acid tert-butyl ester (125076-26-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; for 3h; Ambient temperature;

DOI:10.1021/jo00293a010

Reference yield: 56.0%

tert-butyl N-benzyloxycarbonyl-L-pyroglutamate (81470-51-1) → 2-benzyloxycarbonylamino-5-hydroxy-pentanoic acid tert-butyl ester (125076-26-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; tert-butyl alcohol; at 50 - 60 ℃; for 0.666667h;

Reference yield:

acetic acid tert-butyl ester (540-88-5) → 2-Benzyloxycarbonylamino-5-hydroxy-pentanoic acid tert-butyl ester (125076-26-8)

Guidance literature:

Multi-step reaction with 4 steps

2: 1N NaOH / methanol / 1 h / Ambient temperature

3: Et₃N / tetrahydrofuran / 0.75 h / -20 °C

4: 87 percent / NaBH₄ / tetrahydrofuran; H₂O / 3 h / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; triethylamine; In tetrahydrofuran; methanol; water;

DOI:10.1021/jo00293a010

upstream raw materials:

acetic acid tert-butyl ester

2-Benzyloxycarbonylamino-pentanedioic acid

(R)-5-Oxo-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester

N-benzoyloxycarbonyl D-glutamic acid α-t-benzyl ester

Downstream raw materials:

tert-butyl ester of α-N-carbobenzoxy-δ-N-(allyloxycarbonyl)-δ-N-(benzyloxy)-D-ornithine

tert-butyl ester of α-N-carbobenzoxy-δ-acetoxy-D-norvaline

tert-butyl ester of α-N-carbobenzoxy-δ-O-(tert-butyldimethylsilyl)-D-hydroxynorvaline

α-N-carbobenzoxy-δ-acetoxy-D-norvaline