ChemicalBook > CAS DataBase List > N-BOC-ALPHA-METHYL-L-PROLINE

N-BOC-ALPHA-METHYL-L-PROLINE

Product Name: N-BOC-ALPHA-METHYL-L-PROLINE
CAS No.: 103336-06-7
Chemical Name: N-BOC-ALPHA-METHYL-L-PROLINE
Synonyms: (S)-1-(tert-butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid;Boc-α-Me-Pro-OH;Proline Impurity 18;Boc-alpha-Me-L-Pro-OH;(S)-Boc-2-methylproline;N-Boc-α-methyl-L-proline;N-BOC-A-METHYL-L-PROLINE;1-Boc-2-Methyl-L-proline;N-Boc-2-Methyl-L-proline;(S)-N-BOC-Α-METHYLPROLINE
CBNumber: CB3728783
Molecular Formula: C11H19NO4
Formula Weight: 229.27
MOL File: 103336-06-7.mol

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N-BOC-ALPHA-METHYL-L-PROLINE Property

Boiling point:: 337.8±35.0 °C(Predicted)
Density: 1.160
storage temp.: 2-8°C
pka: 4.20±0.20(Predicted)
form: Solid
color: White to off-white
InChI: InChI=1S/C11H19NO4/c1-10(2,3)16-9(15)12-7-5-6-11(12,4)8(13)14/h5-7H2,1-4H3,(H,13,14)/t11-/m0/s1
InChIKey: YQXRKJHVAUKXRN-NSHDSACASA-N
SMILES: N1(C(OC(C)(C)C)=O)CCC[C@@]1(C)C(O)=O

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Safety

Hazard Codes: Xn
Risk Statements: 22
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC

Product number: B657415
Product name: N-Boc-2-methyl-L-proline
Packaging: 500mg
Price: $55
Updated: 2021/12/16

ChemScene

Product number: CS-0042495
Product name: (S)-1-(tert-Butoxycarbonyl)-2-methylpyrrolidine-2-carboxylicacid
Purity: >97.0%
Packaging: 5g
Price: $56
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB11920
Product name: N-Boc-2-methyl-L-proline
Packaging: 1g
Price: $62.5
Updated: 2021/12/16

ChemScene

Product number: CS-0042495
Product name: (S)-1-(tert-Butoxycarbonyl)-2-methylpyrrolidine-2-carboxylicacid
Purity: >97.0%
Packaging: 10g
Price: $96
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB11920
Product name: N-Boc-2-methyl-L-proline
Packaging: 2g
Price: $100
Updated: 2021/12/16

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N-BOC-ALPHA-METHYL-L-PROLINE Chemical Properties,Usage,Production

Uses

N-Boc-2-methyl-L-proline is used as pharmaceutical intermediate.

Synthesis

24424-99-5

42856-71-3

103336-06-7

(S)-2-methylpyrrolidine-2-carboxylic acid hydrochloride (23; 82.5 g, 498 mmol) was dissolved in a solvent mixture of acetonitrile/water (1:1, 1000 mL) and triethylamine (TEA, 210 mL, 1490 mmol) was added. Subsequently, di-tert-butyl dicarbonate (Boc2O, 120 g, 548 mmol) dissolved in acetonitrile (200 mL) was added. The reaction mixture was stirred at room temperature for 3 hours. The organic solvent was removed by evaporation under reduced pressure and 2M aqueous sodium hydroxide (300 mL) was added to the residue. The aqueous phase was extracted with ether (Et2O, 400 mL), cooled to 10 °C and the pH was adjusted to 5-6 by slow addition of 25% aqueous hydrochloric acid. 1M aqueous hydrochloric acid was then carefully added to pH=2 and the product precipitated. The precipitate was collected by filtration, washed with water (300 mL), and dried under high vacuum to give (S)-1-(tert-butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid (24, 90.7 g) as a light gray solid. lc-MS: tR = 0.63 min; [M + H]+ = 230.24.

References

[1] Tetrahedron Letters, 1996, vol. 37, # 20, p. 3441 - 3444
[2] Patent: WO2008/8551, 2008, A2. Location in patent: Page/Page column 34
[3] Patent: US2010/197654, 2010, A1. Location in patent: Page/Page column 57
[4] Organic Letters, 2011, vol. 13, # 22, p. 5964 - 5967
[5] Patent: WO2013/182972, 2013, A1. Location in patent: Page/Page column 110

N-BOC-ALPHA-METHYL-L-PROLINE Preparation Products And Raw materials

Raw materials

Preparation Products

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N-BOC-ALPHA-METHYL-L-PROLINE Suppliers

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103336-06-7, N-BOC-ALPHA-METHYL-L-PROLINERelated Search:

N-Boc-trans-4-tosyloxy-L-proline methyl ester N-Boc-4-oxo-L-Proline methyl ester BOC-4,4-DIFLUORO-L-PROLINE METHYL ESTER (2S,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate hydrochloride (S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER N-Boc-cis-4-Hydroxy-L-proline methyl ester N-Boc-trans-4-Hydroxy-L-proline methyl ester N-BOC-CIS-4-CYANO-L-PROLINE METHYL ESTER BOC-HYP-OBZL BOC-(S)-ALPHA-(4-BIPHENYLMETHYL)-PROLINE BOC-(S)-ALPHA-(1-NAPHTHALENYLMETHYL)-PROLINE BOC-(R)-ALPHA-(3-PHENYL-PROPYL)-PROLINE BOC-L-TRANSPRO(4-CN)-OBN BOC-PRO-ONP BOC-(S)-ALPHA-BENZYL-PROLINE BOC-HYP-OTBU N-BOC-ALPHA-METHYL-L-PROLINE BOC-(R)-ALPHA-PHENETHYL-L-PROLINE

N-BOC-A-METHYL-L-PROLINE

1-(tert-butoxycarbonyl)-2-methyl-L-proline(SALTDATA: FREE)

1,2-Pyrrolidinedicarboxylic acid, 2-methyl-, 1-(1,1-dimethylethyl) ester, (2S)-

N-Boc-2-Methyl-L-proline, 97%

N-BOC-ALPHA-METHYL-L-PROLINE

1-Boc-2-Methyl-L-proline

(S)-1-Boc-2-Methyl-proline

(S)-N-BOC-Α-METHYLPROLINE

Boc-α-Me-Pro-OH

(S)-1-(tert-butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid

N-Boc-α-methyl-L-proline

(2S)-1-[(tert-butoxy)carbonyl]-2-methylpyrrolidine-2-carboxylic acid

Boc-alpha-Me-L-Pro-OH

(S)-Boc-2-methylproline

(2S)-1-(tert-Butoxycarbonyl)-2-methyl-2-pyrrolidinecarboxylic acid

(2S)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

-2-methylpyrrolidine-2-carboxylic acid

(Tert-Butoxy)Carbonyl Alpha-Methyl-Pro-OH

1-(tert-butoxycarbonyl)-2-methyl-L-proline

N-Boc-alfa-Methyl-L-proline

(S)-1-(tert-butoxycarbonyl)-2-Methylpyrrolidine-2-carboxylic acid (S)-1-(tert-butoxycarbonyl)-2-Methylpyrrolidine-2-carboxylic acid

(2S)-2-Methyl-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) ester

N-Boc-2-methyl-L-proline,97%

(2S)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylicaci

N-BOC-ALPHA-METHYL-L-PROLINE USP/EP/BP

(S)-1-(tertbutoxycarbonyl)-2-methyl

(2S)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrroli

Proline Impurity 18

(S)-N-Boc-a-Methylproline

N-Boc-2-Methyl-L-proline

103336-06-7

α-Methyl Amino Acids