1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate

C22H25NO6 — CID 24807598

IUPAC1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate
SMILESCOC(=O)[C@H]1[C@H](CO)[C@H](CO)N(C(=O)OCc2ccccc2)[C@H]1c1ccccc1
InChIInChI=1S/C22H25NO6/c1-28-21(26)19-17(12-24)18(13-25)23(20(19)16-10-6-3-7-11-16)22(27)29-14-15-8-4-2-5-9-15/h2-11,17-20,24-25H,12-14H2,1H3/t17-,18+,19+,20+/m1/s1
InChIKeyXJPVMFRBIZDFBQ-FYQPLNBISA-N
MW399.44 g/mol
LogP2.14
Rot. Bonds6

About 1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate

1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate (PubChem CID 24807598) has the molecular formula C22H25NO6 and a molecular weight of 399.44 g/mol. Its IUPAC name is 1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate.

Molecular Properties

Compound Name1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate
PubChem CID24807598
Molecular FormulaC22H25NO6
Molecular Weight399.44 g/mol
Exact Mass399.17
IUPAC Name1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate
SMILESCOC(=O)[C@H]1[C@H](CO)[C@H](CO)N(C(=O)OCc2ccccc2)[C@H]1c1ccccc1
InChIInChI=1S/C22H25NO6/c1-28-21(26)19-17(12-24)18(13-25)23(20(19)16-10-6-3-7-11-16)22(27)29-14-15-8-4-2-5-9-15/h2-11,17-20,24-25H,12-14H2,1H3/t17-,18+,19+,20+/m1/s1
InChIKeyXJPVMFRBIZDFBQ-FYQPLNBISA-N
XLogP2.14
TPSA96.30 Ų
H-Bond Donors2
H-Bond Acceptors6
Rotatable Bonds6
Heavy Atoms29
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500399.44
LogP ≤ 52.14
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 106

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Related Compounds

1-O-benzyl 3-O-methyl (2R,3R,4S,5S)-4-amino-2-methyl-5-phenylpyrrolidine-1,3-dicarboxylate
CID 15454895
benzyl (2R,3S,4S,5S)-4-amino-3-(hydroxymethyl)-2-methyl-5-phenylpyrrolidine-1-carboxylate
CID 70304033
benzyl (2S,3S,5S,6R)-2-(2-methoxy-2-oxoethyl)-3-(2-methylpropyl)-5,6-diphenylmorpholine-4-carboxylate
CID 10983932
1-O-benzyl 2-O-methyl (2S,5R)-5-(hydroxymethyl)pyrrolidine-1,2-dicarboxylate
CID 15382863
benzyl (2S)-2-(hydroxymethyl)-5-methoxypyrrolidine-1-carboxylate
CID 101130465
1-O-benzyl 2-O-methyl (2R,5R)-5-carbamoylpyrrolidine-1,2-dicarboxylate
CID 57408271
benzyl (3S,5S,6R)-3-(dimethoxymethyl)-2-oxo-5,6-diphenylmorpholine-4-carboxylate
CID 11202040
1-O-benzyl 2-O-methyl (2S,5R)-5-prop-2-enylpyrrolidine-1,2-dicarboxylate
CID 25192365
benzyl (2R,3R,4S,5S)-4-amino-2-methyl-5-phenyl-3-(phenylmethoxymethyl)pyrrolidine-1-carboxylate
CID 70302435
1-O-benzyl 2-O,5-O-diethyl pyrrolidine-1,2,5-tricarboxylate
CID 135148581
1-O-benzyl 2-O,5-O-diethyl (2S,5R)-pyrrolidine-1,2,5-tricarboxylate
CID 126495779
1-O-benzyl 3-O-ethyl 2-phenyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinoline-1,3-dicarboxylate
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Frequently Asked Questions

What is the IUPAC name of 1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate?
The IUPAC name of 1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate (CID 24807598) is 1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate.
What is the SMILES notation for 1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate?
The canonical SMILES for 1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate is COC(=O)[C@H]1[C@H](CO)[C@H](CO)N(C(=O)OCc2ccccc2)[C@H]1c1ccccc1.
What is the InChIKey of 1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate?
The InChIKey is XJPVMFRBIZDFBQ-FYQPLNBISA-N. The full InChI is InChI=1S/C22H25NO6/c1-28-21(26)19-17(12-24)18(13-25)23(20(19)16-10-6-3-7-11-16)22(27)29-14-15-8-4-2-5-9-15/h2-11,17-20,24-25H,12-14H2,1H3/t17-,18+,19+,20+/m1/s1.
What are the key properties of 1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate?
1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate has a molecular weight of 399.44 g/mol, XLogP of 2.14, 6 rotatable bonds, 2 hydrogen bond donors, and 6 hydrogen bond acceptors.
Where does this data come from?
All data for 1-O-benzyl 3-O-methyl (2R,3S,4S,5R)-4,5-bis(hydroxymethyl)-2-phenylpyrrolidine-1,3-dicarboxylate is sourced from PubChem (CID 24807598), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).