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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

China 131 Germany 1 India 5 Switzerland 1 United Kingdom 4 United States 12 Global 154
SANBEM Biotech (Suzhou) Co., Ltd.
Tel
0512-85667806 18551283436
Fax
0512-85667816
Email
sales@sanbem.com
Country
China
ProdList
3018
Advantage
58
Elucigen bio
Tel
13501719342; 13501719342
Email
wayne.zheng@elucigenbio.com
Country
China
ProdList
5000
Advantage
58
SICHUAN TONGSHENG BIOPHARMACEUTICAL CO., LTD
Tel
0838-2809458 13350585791
Email
pharm@biots.cn
Country
China
ProdList
589
Advantage
58
AnHui HaiKang Pharmaceutical Co., Ltd.
Tel
86-0556-5800026 17709662922
Email
wangyu@hkpharm.cn
Country
China
ProdList
260
Advantage
55
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
Shanghai AmasPharm Co., Ltd.
Tel
021-54540637 18621091017
Fax
021-34978309
Email
sales@amaspharm.com
Country
China
ProdList
781
Advantage
62
ChemPep, Inc.
Tel
+1 (888) 615-9178 / (561) 791-8787
Fax
+1 (561) 791-8728
Email
service@chempep.com
Country
United States
ProdList
2138
Advantage
57
Shanghai Jian Chao Chemical Technology Co., Ltd.
Tel
150-2103-5486 18017383231
Fax
qq：2817624287
Email
983544897@qq.com
Country
China
ProdList
9342
Advantage
55
TargetMol Chemicals Inc.
Tel
021-021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7783
Advantage
58

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
  • 1