(3R)-3-Hydroxy-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-proline

Basic Information

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CAS Number

186132-96-7

Molecular Formula

C10H17NO5

Molecular Weight

231.25 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Boiling Point

390.873°C at 760 mmHg

Flash Point

190.193°C

Refractive Index

1.531

SMILES

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CC(C)(C)OC(=O)N1CCC(C1C(=O)O)O

InChI

InChI=1S/C10H17NO5/c1-10(2,3)16-9(15)11-5-4-6(12)7(11)8(13)14/h6-7,12H,4-5H2,1-3H3,(H,13,14)/t6-,7+/m1/s1

InChIKey

JLDHXHPQMBNKMC-RQJHMYQMSA-N

LogP

0.4413000000000003

Topological Polar Surface Area

87.07000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

296

Synonyms & References

English

Z2680628469
FS-6312
EN300-741868
AMY271
DTXSID00455091
Boc-cis-3-hydroxy-l-proline
N-BOC-3-(R)-hydroxy-L-proline
JLDHXHPQMBNKMC-RQJHMYQMSA-N
MFCD08458682
(2S,3R)-1-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid
(2S,3R)-3-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester
rac-(2R,3S)-1-[(tert-butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid
SCHEMBL694280
N-(tert-butoxycarbonyl)-cis-3-hydroxy-L-proline
CS-0097226
186132-80-9
N-boc-cis-3-hydroxy-L-proline
P19082
N-t-BOC-cis-3-Hydroxy-L-proline, AldrichCPR
(2S,3R)-3-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic Acid
cis-1-(Tert-butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylicacid
(2S,3R)-1-BOC-3-hydroxypyrrolidine-2-carboxylic acid
186132-96-7
AKOS015910896
(2S,3R)-1-[(tert-butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid
(2S,3R)-3-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
1,2-Pyrrolidinedicarboxylicacid, 3-hydroxy-, 1-(1,1-dimethylethyl) ester, (2S,3R)-
Boc-cis-3-hydroxy-L-proline
N-T-BOC-CIS-3-HYDROXY-L-PROLINE
N-tert-butyloxycarbonyl-cis-3-hydroxy-L-proline
(2S,3R)-3-Hydroxypyrrolidine-2-carboxylicacid,N-BOCprotected

MDL Number

MFCD08458682

FAQ

What are the physical and chemical properties of (3R)-3-Hydroxy-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-proline (CAS: 186132-96-7)?

(3R)-3-Hydroxy-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-proline is a white crystalline solid with a molecular weight of approximately 284.37 g/mol. This compound has a limited solubility in water and good solubility in organic solvents. It exhibits moderate reactivity, particularly in nucleophilic substitution and hydrogen bond formation. Given its structure, it is susceptible to hydrolysis under acidic conditions.

How is (3R)-3-Hydroxy-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-proline (CAS: 186132-96-7) typically synthesized?

(3R)-3-Hydroxy-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-proline can be synthesized via a multi-step process involving a protected L-proline intermediate, followed by the introduction of the hydroxy and carbonyl groups using appropriate reagents. The synthesis typically requires the use of protecting groups, such as tert-butyldimethylsilyl (TBS) or tert-butyloxycarbonyl (Boc), and various catalysts to control the regioselectivity and stereoselectivity of the reaction.

What industries use (3R)-3-Hydroxy-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-proline (CAS: 186132-96-7)?

(3R)-3-Hydroxy-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-proline finds applications in the pharmaceutical industry for the synthesis of complex natural products and bioactive molecules. It may also be used in the polymer industry as a monomer for the development of functional polymers. Additionally, it could have potential uses in sensors and semiconductors due to its unique chemical structure.

What precautions should be taken when handling (3R)-3-Hydroxy-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-proline (CAS: 186132-96-7)?

When handling (3R)-3-Hydroxy-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-proline, it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize exposure to airborne particles. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the safety data sheet (SDS) for detailed information on handling and storage.