1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate

C16H21NO6 — CID 11544331

IUPAC1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate
SMILESCOC(=O)[C@@H]1[C@@H](CCO)[C@@H](O)CN1C(=O)OCc1ccccc1
InChIInChI=1S/C16H21NO6/c1-22-15(20)14-12(7-8-18)13(19)9-17(14)16(21)23-10-11-5-3-2-4-6-11/h2-6,12-14,18-19H,7-10H2,1H3/t12-,13-,14-/m0/s1
InChIKeyGYTNZXOVSRNHKD-IHRRRGAJSA-N
MW323.34 g/mol
LogP0.54
Rot. Bonds5

About 1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate

1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate (PubChem CID 11544331) has the molecular formula C16H21NO6 and a molecular weight of 323.34 g/mol. Its IUPAC name is 1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate.

Molecular Properties

Compound Name1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate
PubChem CID11544331
Molecular FormulaC16H21NO6
Molecular Weight323.34 g/mol
Exact Mass323.14
IUPAC Name1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate
SMILESCOC(=O)[C@@H]1[C@@H](CCO)[C@@H](O)CN1C(=O)OCc1ccccc1
InChIInChI=1S/C16H21NO6/c1-22-15(20)14-12(7-8-18)13(19)9-17(14)16(21)23-10-11-5-3-2-4-6-11/h2-6,12-14,18-19H,7-10H2,1H3/t12-,13-,14-/m0/s1
InChIKeyGYTNZXOVSRNHKD-IHRRRGAJSA-N
XLogP0.54
TPSA96.30 Ų
H-Bond Donors2
H-Bond Acceptors6
Rotatable Bonds5
Heavy Atoms23
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500323.34
LogP ≤ 50.54
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 106

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Related Compounds

Benzyloxycarbonyl-L-proline
CID 101987
1-Benzyl hydrogen 5-oxopyrrolidine-1,2-dicarboxylate
CID 98960
(S)-benzyl 2-((S)-2-(hydroxymethyl)pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate
CID 14046926
1-benzyl hydrogen (R)-pyrrolidine-1,2-dicarboxylate
CID 111208
N-(Carbobenzyloxy)-DL-proline
CID 232388
1-(Phenylmethyl) (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate
CID 391517
2-Benzyl 1-tert-butyl (2S)-5-oxopyrrolidine-1,2-dicarboxylate
CID 8027482
(S)-1-Benzyl 2-methyl pyrrolidine-1,2-dicarboxylate
CID 688168
N-Carbobenzyloxy-4-keto-L-proline
CID 11076282
1-(2-{[(Benzyloxy)carbonyl]amino}propanoyl)-4-hydroxypyrrolidine-2-carboxylic acid
CID 3236545
(R)-1-((Benzyloxy)carbonyl)-2-methylpyrrolidine-2-carboxylic acid
CID 66750957
Z-Pro-pro-OH
CID 445985

Frequently Asked Questions

What is the IUPAC name of 1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate?
The IUPAC name of 1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate (CID 11544331) is 1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate.
What is the SMILES notation for 1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate?
The canonical SMILES for 1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate is COC(=O)[C@@H]1[C@@H](CCO)[C@@H](O)CN1C(=O)OCc1ccccc1.
What is the InChIKey of 1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate?
The InChIKey is GYTNZXOVSRNHKD-IHRRRGAJSA-N. The full InChI is InChI=1S/C16H21NO6/c1-22-15(20)14-12(7-8-18)13(19)9-17(14)16(21)23-10-11-5-3-2-4-6-11/h2-6,12-14,18-19H,7-10H2,1H3/t12-,13-,14-/m0/s1.
What are the key properties of 1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate?
1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate has a molecular weight of 323.34 g/mol, XLogP of 0.54, 5 rotatable bonds, 2 hydrogen bond donors, and 6 hydrogen bond acceptors.
Where does this data come from?
All data for 1-O-benzyl 2-O-methyl (2S,3R,4R)-4-hydroxy-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate is sourced from PubChem (CID 11544331), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).