Methyl 2,5-dimethyl-4-{[(2S)-pyrrolidin-2-yl]methoxy}benzoate

Base Information

Chemical Name:Methyl 2,5-dimethyl-4-{[(2S)-pyrrolidin-2-yl]methoxy}benzoate
CAS No.:922529-33-7
Molecular Formula:C15H21NO3
Molecular Weight:263.337
Hs Code.:
DSSTox Substance ID:DTXSID30582309

Synonyms:922529-33-7;(S)-Methyl 2,5-dimethyl-4-(pyrrolidin-2-ylmethoxy)benzoate;DTXSID30582309;Methyl 2,5-dimethyl-4-{[(2S)-pyrrolidin-2-yl]methoxy}benzoate

Suppliers and Price of Methyl 2,5-dimethyl-4-{[(2S)-pyrrolidin-2-yl]methoxy}benzoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Methyl 2,5-dimethyl-4-{[(2S)-pyrrolidin-2-yl]methoxy}benzoate

Chemical Property:

XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:263.15214353
Heavy Atom Count:19
Complexity:308

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=CC(=C(C=C1OCC2CCCN2)C)C(=O)OC
Isomeric SMILES:CC1=CC(=C(C=C1OC[C@@H]2CCCN2)C)C(=O)OC

Technology Process of Methyl 2,5-dimethyl-4-{[(2S)-pyrrolidin-2-yl]methoxy}benzoate

There total 4 articles about Methyl 2,5-dimethyl-4-{[(2S)-pyrrolidin-2-yl]methoxy}benzoate 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: 53.0%

: 922529-61-1
methyl 4-[1-(tert-butoxycarbonyl)-(2S)-pyrrolidinylmethoxy]-2,5-dimethylbenzoate

: 922529-33-7
methyl 2,5-dimethyl-4-[(2S)-pyrrolidinyl]methoxybenzoate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1248/cpb.54.1515

Reference yield:

: 922529-58-6
4-[1-(tert-butoxycarbonyl)-(2S)-pyrrolidinylmethoxy]-2,5-dimethyl-1-iodobenzene

: 922529-33-7
methyl 2,5-dimethyl-4-[(2S)-pyrrolidinyl]methoxybenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / Et₃N; Pd(OAc)2; 1,3-bis(diphenylphosphino)propane / dimethylsulfoxide / 24 h / 70 °C

2: 53 percent / TFA / CH₂Cl₂ / 12 h / 20 °C

With palladium diacetate; 1,3-bis-(diphenylphosphino)propane; triethylamine; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide;
DOI:10.1248/cpb.54.1515

Reference yield:

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 922529-33-7
methyl 2,5-dimethyl-4-[(2S)-pyrrolidinyl]methoxybenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / BH₃*Me₂S / tetrahydrofuran / 1 h / Heating

2: 77 percent / Ph₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 312 h / 70 °C

3: 68 percent / Et₃N; Pd(OAc)2; 1,3-bis(diphenylphosphino)propane / dimethylsulfoxide / 24 h / 70 °C

4: 53 percent / TFA / CH₂Cl₂ / 12 h / 20 °C

With palladium diacetate; di-isopropyl azodicarboxylate; dimethylsulfide borane complex; 1,3-bis-(diphenylphosphino)propane; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 2: Mitsunobu reaction;
DOI:10.1248/cpb.54.1515