4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]benzaldehyde

Base Information

• Chemical Name: 4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]benzaldehyde
• CAS No.: 150613-54-0
• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.347
• DSSTox Substance ID: DTXSID001162560

Synonyms:SCHEMBL7389137;MEQOYLKEHIWPOZ-AWEZNQCLSA-N;DTXSID001162560;4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]benzaldehyde;150613-54-0;1,1-Dimethylethyl (3S)-3-(4-formylphenoxy)-1-pyrrolidinecarboxylate

Chemical Property of 4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]benzaldehyde

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 291.14705815
• Heavy Atom Count: 21
• Complexity: 369

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(C1)OC2=CC=C(C=C2)C=O
• Isomeric SMILES: CC(C)(C)OC(=O)N1CC[C@@H](C1)OC2=CC=C(C=C2)C=O

Technology Process of 4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]benzaldehyde

There total 2 articles about 4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]benzaldehyde 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: 99.7%

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate (109431-87-0,83220-73-9) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-<<(3S)-1-(tert-butoxycarbonyl)-3-pyrrolidinyl>oxy>benzaldehyde (150613-54-0)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 0.75h; Ambient temperature;

DOI:10.1021/jm00034a018

Reference yield:

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate (109431-87-0,83220-73-9) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + diethylazodicarboxylate (1972-28-7,218603-74-8) → 4-<<(3S)-1-(tert-butoxycarbonyl)-3-pyrrolidinyl>oxy>benzaldehyde (150613-54-0)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; ethyl acetate; benzene;

Reference yield: 83.0%

(3-bromobenzyl)(triphenyl)phosphonium bromide (95902-10-6) + 4-<<(3S)-1-(tert-butoxycarbonyl)-3-pyrrolidinyl>oxy>benzaldehyde (150613-54-0) → (E,Z)-3-bromo-4'-[[(3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl]oxy]stilbene (859140-02-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; ethanol; at 20 ℃; for 18h;

DOI:10.1016/j.bmc.2005.04.006

upstream raw materials:

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

4-hydroxy-benzaldehyde

diethylazodicarboxylate

Downstream raw materials:

(E,Z)-3-bromo-4'-[[(3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl]oxy]stilbene

(S)-3-{4-[(E)-2-(3-Pyridin-4-yl-phenyl)-vinyl]-phenoxy}-pyrrolidine-1-carboxylic acid tert-butyl ester

4-[3-[2-[4-[[(3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl]oxy]phenyl]ethyl]phenyl]pyridine

tert-butyl (3S)-3-{4-[2-(7-cyano-2-naphthyl)ethyl]phenoxy}-1-pyrrolidinecarboxylate

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