(4S,5S)-4,5-di(tert-butoxycarbonylamino)-1,8-octanediol dibenzyl ether

Base Information

• Chemical Name: (4S,5S)-4,5-di(tert-butoxycarbonylamino)-1,8-octanediol dibenzyl ether
• CAS No.: 172511-87-4
• Molecular Formula: C₃₂H₄₈N₂O₆
• Molecular Weight: 556.743
• Mol file: 172511-87-4.mol

Synonyms:

Chemical Property of (4S,5S)-4,5-di(tert-butoxycarbonylamino)-1,8-octanediol dibenzyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5S)-4,5-di(tert-butoxycarbonylamino)-1,8-octanediol dibenzyl ether

There total 1 articles about (4S,5S)-4,5-di(tert-butoxycarbonylamino)-1,8-octanediol dibenzyl ether 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:

di-tert-butyl dicarbonate (24424-99-5) + (4S,5S)-1,8-Bis-benzyloxy-octane-4,5-diamine → (4S,5S)-4,5-di(tert-butoxycarbonylamino)-1,8-octanediol dibenzyl ether (172511-87-4)

Guidance literature:

With triethylamine; In diethyl ether; Yield given; Heating;

DOI:10.1016/0957-4166(95)00297-3

Reference yield:

(4S,5S)-4,5-di(tert-butoxycarbonylamino)-1,8-octanediol dibenzyl ether (172511-87-4) → [2,2'-bispyrrolidine]-1,1'-diyl bis(phenylmethanone)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / H₂ / Pd/C / ethanol / 4 h / Ambient temperature

2: Et₃N / CH₂Cl₂ / 0.17 h / Ambient temperature

3: NaH / dimethylformamide / 1.5 h

4: 95 percent / CF₃COOH / CH₂Cl₂ / 3 h / Ambient temperature

5: 89 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With hydrogen; sodium hydride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0957-4166(95)00297-3

Reference yield:

(4S,5S)-4,5-di(tert-butoxycarbonylamino)-1,8-octanediol dibenzyl ether (172511-87-4) → (2S,2′S)-2,2′-bipyrrolidine (124779-66-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / H₂ / Pd/C / ethanol / 4 h / Ambient temperature

2: Et₃N / CH₂Cl₂ / 0.17 h / Ambient temperature

3: NaH / dimethylformamide / 1.5 h

4: 95 percent / CF₃COOH / CH₂Cl₂ / 3 h / Ambient temperature

With hydrogen; sodium hydride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0957-4166(95)00297-3

upstream raw materials:

di-tert-butyl dicarbonate

Downstream raw materials:

(2S,2′S)-2,2′-bipyrrolidine