BOC-D-PRO-OME Chemical Properties

Boiling point:

288.6±33.0 °C(Predicted)

Density 

1.120±0.06 g/cm3(Predicted)

refractive index 

1.4510-1.4550

storage temp. 

Sealed in dry,2-8°C

solubility 

Soluble in DMSO.

pka

-3.35±0.40(Predicted)

form 

Oil

color 

Clear Colourless

optical activity

59.8°(C=0.01g/ml MEOH)

InChI

InChI=1S/C11H19NO4/c1-11(2,3)16-10(14)12-7-5-6-8(12)9(13)15-4/h8H,5-7H2,1-4H3/t8-/m1/s1

InChIKey

WVDGSSCWFMSRHN-MRVPVSSYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC[C@@H]1C(OC)=O

CAS DataBase Reference

73323-65-6(CAS DataBase Reference)

Safety Information

HazardClass 

IRRITANT

HS Code 

2933998090

BOC-D-PRO-OME Usage And Synthesis

Uses

N-Boc-D-proline methyl ester is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Synthesis

To a mixture of (R)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid (5.8 g, 27 mmol) and potassium carbonate (8.6 g, 62 mmol) in tetrahydrofuran (160 mL) was added iodomethane (4.0 mL, 65 mmol). The reaction mixture was heated to reflux for 17 hours and subsequently cooled to room temperature. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The crude product was purified by automated column chromatography using petroleum ether/ethyl acetate (3:1, v/v) as eluent to afford (R)-1-tert-butyl 2-methyl pyrrolidine-1,2-dicarboxylate (6.0 g, 65% yield) as a yellow oil.

References

[1] Patent: WO2013/131018, 2013, A1. Location in patent: Page/Page column 38

BOC-D-PRO-OME(73323-65-6)Related Product Information

• D-Proline
• N-Boc-D-proline
• 1-Boc-Pyrrolidine
• Boc-L-Pro-OMe
• (2R,4R)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
• BOC-D-PRO-OME
• 1-BOC-D-PYROGLUTAMIC ACID ETHYL ESTER
• (2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate
• N-BOC-TRANS-4-HYDROXY-D-PROLINE METHYL ESTER
• Boc-lle-Pro-OMe
• (R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE
• BOC-D-HYP-OTBU
• BOC-ALA-PRO-OME
• BOC-ILE-PRO-OME
• (2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER
• (2R,4R)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER
• (R)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate