1-{[(2-Methyl-2-propanyl)oxy]carbonyl}-D-proline

Basic Information

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CAS Number

37784-17-1

Molecular Formula

C10H17NO4

Molecular Weight

215.25 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

Melting Point

132.0 to 137.0 deg-C

Boiling Point

337.2℃ at 760 mmHg

Refractive Index

60 ° (C=2, AcOH)

Specific Rotation

60 º (c=2, acetic acid)

SMILES

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CC(C)(C)OC(=O)N1CCCC1C(=O)O

InChI

InChI=1S/C10H17NO4/c1-10(2,3)15-9(14)11-6-4-5-7(11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)/t7-/m1/s1

InChIKey

ZQEBQGAAWMOMAI-SSDOTTSWSA-N

LogP

1.4705000000000001

Topological Polar Surface Area

66.84 Å²

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

269

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Sensitiveness

thermally sensitive

Synonyms & References

English

AKOS005258730
(R)-1-(tert-butoxy-carbonyl)pyrrolidine-2-carboxylic acid
N-Boc-D-Pro
37784-17-1
N-Boc-D-proline
N-(tert-Butoxycarbonyl)-D-proline
CS-D0669
N-.alpha.-(tert-Butoxycarbonyl)-L-Proline
(TERT-BUTOXYCARBONYL)-D-PROLINE
Boc-D-proline
BocDProOH
N-Boc-D-proline, 99%
Boc-3,4-dihydro-D-proline
B2977
M03316
J-300221
(R)pyrrolidine-1,2-dicarboxylic acid tert butyl ester
EN300-67292
DS-1096
tert-butoxycarbonyl-D-proline
AC-2242
L-Proline, N-[(1,1-dimethylethoxy)carbonyl]-
N-ALPHA-T-BOC-D-PROLINE
1-(tert-butoxycarbonyl)-D-proline
(2R)-1-tert-butoxycarbonylpyrrolidine-2-carboxylic acid
(r)-n-boc-proline
(R)-Pyrrolidine-1,2-dicarboxylic acid-1-tert-butyl ester
(R)-1-(tert-Butyloxycarbonyl)pyrrolidin-2-yl-carboxylic acid
(2R)-Pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester
Q-101836
(2R)-N-BOC-proline

MDL Number

MFCD00063226

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 1-{[(2-Methyl-2-propanyl)oxy]carbonyl}-D-proline (CAS: 37784-17-1)?

1-{[(2-Methyl-2-propanyl)oxy]carbonyl}-D-proline is a crystalline compound with a molecular weight of approximately 214.31 g/mol. It is sparingly soluble in water but readily soluble in organic solvents like methanol and ethanol. This compound is known for its reactivity, particularly in esterification reactions and amide formation. It has a melting point around 165-168°C and a pKa value in the range of 4.5-5.0.

How is 1-{[(2-Methyl-2-propanyl)oxy]carbonyl}-D-proline (CAS: 37784-17-1) typically synthesized?

1-{[(2-Methyl-2-propanyl)oxy]carbonyl}-D-proline can be synthesized through a multi-step process involving the protection of the D-proline amine with a 2-methyl-2-propanol derivative. The key steps include the formation of an ester linkage followed by removal of the protecting group. Commonly used catalysts include HATU (O--Benzotriazol-1-yl-N,N,N',N'-tetramethyluronium hexafluorophosphate) and DIPEA (N,N-Diisopropylethylamine). The overall yield is typically around 60-70%.

What industries use 1-{[(2-Methyl-2-propanyl)oxy]carbonyl}-D-proline (CAS: 37784-17-1)?

1-{[(2-Methyl-2-propanyl)oxy]carbonyl}-D-proline is primarily used in the pharmaceutical industry for the synthesis of various drug candidates. It is also utilized in the polymer industry for the development of advanced materials. Additionally, it has potential applications in the sensor technology and semiconductor sectors due to its unique chemical properties.

What precautions should be taken when handling 1-{[(2-Methyl-2-propanyl)oxy]carbonyl}-D-proline (CAS: 37784-17-1)?

When handling 1-{[(2-Methyl-2-propanyl)oxy]carbonyl}-D-proline, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound should be stored in a dry, cool, and well-ventilated area, away from direct sunlight and heat sources. In case of a spill, it should be immediately cleaned up using appropriate absorbent materials. For more detailed safety information, refer to the Material Safety Data Sheet (MSDS) or Safety Data Sheet (SDS).