(S)-1-BOC-4-(2-CBZ-AMINO-2-METHOXYCARBONYL-ETHYL)PIPERIDINE

Base Information

• Chemical Name: (S)-1-BOC-4-(2-CBZ-AMINO-2-METHOXYCARBONYL-ETHYL)PIPERIDINE
• CAS No.: 195877-54-4
• Molecular Formula: C22H32 N2 O6
• Molecular Weight: 420.506
• Hs Code.: 2933399090
• Mol file: 195877-54-4.mol

Synonyms:4-Piperidinepropanoicacid, 1-[(1,1-dimethylethoxy)carbonyl]-a-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (S)-

Chemical Property of (S)-1-BOC-4-(2-CBZ-AMINO-2-METHOXYCARBONYL-ETHYL)PIPERIDINE

Chemical Property:

• PSA: 94.17000
• LogP: 3.82040

Purity/Quality:

97% ^*data from raw suppliers

(S)-tert-Butyl4-(2-(((benzyloxy)carbonyl)amino)-3-methoxy-3-oxopropyl)piperidine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-1-BOC-4-(2-CBZ-AMINO-2-METHOXYCARBONYL-ETHYL)PIPERIDINE

There total 9 articles about (S)-1-BOC-4-(2-CBZ-AMINO-2-METHOXYCARBONYL-ETHYL)PIPERIDINE 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-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + 4-(2-amino-2-methoxycarbonyl-ethyl)-piperidine-1-carboxylic acid tert-butyl ester (195877-53-3) → tert-butyl 4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methoxy-3-oxopropyl]piperidine-1-carboxylate (195877-54-4)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(99)00179-1

Reference yield:

N-[(benzyloxy)carbonyl]-3-[1-(tert-butoxycarbonyl)piperidin-4-yl]-L-alanine + diazomethyl-trimethyl-silane (18107-18-1) → tert-butyl 4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methoxy-3-oxopropyl]piperidine-1-carboxylate (195877-54-4)

Guidance literature:

In methanol; diethyl ether; dichloromethane;

Reference yield:

3-(4-piperidyl)propionic acid (1822-32-8) → tert-butyl 4-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methoxy-3-oxopropyl]piperidine-1-carboxylate (195877-54-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 90 percent / Et₃N / dimethylformamide

2: 1.) pivaloyl chloride, 2.) BuLi / 1.) -70 deg C, 2.) THF

3: 69 percent / KHMDS, trisylazide / tetrahydrofuran

4: 96 percent / aq. LiOH, aq. H₂O₂ / tetrahydrofuran

5: 100 percent / TBTU, Et₃N / CH₂Cl₂

6: 89 percent / H₂ / 10 percent Pd/C / dimethylformamide

7: 90 percent / Et₃N / dimethylformamide

With lithium hydroxide; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; dihydrogen peroxide; pivaloyl chloride; potassium hexamethylsilazane; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(99)00179-1

upstream raw materials:

N-(Benzyloxycarbonyloxy)succinimide

4-(2-amino-2-methoxycarbonyl-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

diazomethyl-trimethyl-silane

3-(4-piperidyl)propionic acid

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