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N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol

Product Name
N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol
CAS No.
101469-92-5
Chemical Name
N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol
Synonyms
tert-butyl (S)-3-hydroxypyrrolidine-1-carboxylate;(S)-1-BOC-3-HYDROXYPYRROLIDINE;(S)-TERT-BUTYL 3-HYDROXYPYRROLIDINE-1-CARBOXYLATE;(S)-N-BOC-3-PYRROLIDINOL;(S)-1-N-Boc-3-pyrrolidinol;(S)-N-BOC-3-HYDROXYPYRROLIDINE;(S)-1-Boc-3;(S)-1-BOC-3-Pyrolidinol;Cilnidipine Impurity 62;(S)-1-BOC-3-PYRROLIDINOL
CBNumber
CB4232377
Molecular Formula
C9H17NO3
Formula Weight
187.24
MOL File
101469-92-5.mol
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N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol Property

Melting point:
60-64 °C (lit.)
alpha 
26 º (c=1%, MeOH)
Boiling point:
273.3±33.0 °C(Predicted)
Density 
1.142±0.06 g/cm3(Predicted)
refractive index 
27 ° (C=1, MeOH)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
soluble in Methanol
pka
14.74±0.20(Predicted)
form 
Crystalline Powder
color 
White to pale yellow
optical activity
[α]20/D +26°, c = 1% in methanol
BRN 
6271108
InChI
InChI=1S/C9H17NO3/c1-9(2,3)13-8(12)10-5-4-7(11)6-10/h7,11H,4-6H2,1-3H3/t7-/m0/s1
InChIKey
APCBTRDHCDOPNY-ZETCQYMHSA-N
SMILES
N1(C(OC(C)(C)C)=O)CC[C@H](O)C1
CAS DataBase Reference
101469-92-5(CAS DataBase Reference)
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Safety

Hazard Codes 
T,Xi
Risk Statements 
25-37/38-41-R41-R37/38-R25
Safety Statements 
26-39-45-S45-S39-S26
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
F 
10
HazardClass 
6.1
PackingGroup 
Ⅲ
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
634786
Product name
(S)-(+)-N-Boc-3-pyrrolidinol
Purity
97%
Packaging
1g
Price
$27.9
Updated
2025/07/31
Sigma-Aldrich
Product number
634786
Product name
(S)-(+)-N-Boc-3-pyrrolidinol
Purity
97%
Packaging
5g
Price
$90.3
Updated
2025/07/31
TCI Chemical
Product number
B3055
Product name
(S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinol
Purity
>98.0%(GC)
Packaging
1g
Price
$31
Updated
2025/07/31
TCI Chemical
Product number
B3055
Product name
(S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinol
Purity
>98.0%(GC)
Packaging
5g
Price
$46
Updated
2025/07/31
TRC
Product number
B809915
Product name
(S)-tert-Butyl3-hydroxypyrrolidine-1-carboxylate
Packaging
1g
Price
$75
Updated
2021/12/16
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N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powde

Uses

(S)-(+)-N-Boc-3-pyrrolidinol can be used as a reactant to synthesize:

  • tert-Butyl 3-(2-bromophenoxy)pyrrolidine-1-carboxylate, which is employed as a key intermediate in the preparation of IkB-kinase IKK2 inhibitor.
  • Dimethoxy-pyrrolidylquinazoline , and peptidomimetic quinoline derivatives.

Synthesis

24424-99-5

40499-83-0

83220-73-9

The general procedure for the synthesis of 1-tert-butoxycarbonyl-3-hydroxy-pyrrolidine from di-tert-butyl dicarbonate and 3-hydroxy-pyrrolidine was as follows: first, (R)-3-pyrrolidinol (539 mg, 6.19 mmol) was converted into compound 16b to afford a colorless oily substance (1.3 g, 100% yield). The spectral data of this product were consistent with the expected structure and in accordance with literature reports (see Kucznierz, R. et al. J. Med. Chem. 1998, 41, 4983-4994). Subsequently, compound 16b was converted by reaction to compound 16c, again as a colorless oil. Next, compound 16e was prepared from compound 16c by a two-step reaction, still as a colorless oily substance. Finally, compound 16e was further reacted to obtain the target product compound 16, which was rendered as a yellow oily substance.

References

[1] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 10, p. 969 - 973
[2] Patent: WO2015/9731, 2015, A2. Location in patent: Paragraph 00106
[3] Journal of Medicinal Chemistry, 1998, vol. 41, # 25, p. 4983 - 4994
[4] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 17, p. 5812 - 5832
[5] Patent: WO2010/84767, 2010, A1. Location in patent: Page/Page column 86

N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol Preparation Products And Raw materials

Raw materials

Preparation Products

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N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol Suppliers

Americas 1 Canada 4 China 299 Europe 4 Germany 5 India 12 Japan 3 South Korea 3 Switzerland 1 United Kingdom 13 United States 53 Global 399
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View Lastest Price from N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
Boc-3-Hydroxypyrrolidine 101469-92-5
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2024-11-22
Moxin Chemicals
Product
Evocalcet Impurity 10 101469-92-5
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
95%+
Supply Ability
10000
Release date
2025-01-22
Henan Aochuang Chemical Co.,Ltd.
Product
N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol 101469-92-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-17

101469-92-5, N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinolRelated Search:

N-Boc-cis-4-Hydroxy-L-proline (2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol (3R,4R)-tert-Butyl 3-amino-4-hydroxypyrrolidine-1-carboxylate N-Boc-cis-4-Hydroxy-L-proline methyl ester (R)-1-Boc-3-hydroxypyrrolidine 1-(tert-Butoxycarbonyl)-3-pyrrolidinol 3-Pyrrolidinol DL-3-PYRROLIDINOL (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-(2-NAPHTHYLOXY)-2-PYRROLIDINECARBOXYLIC ACID BOC-4-HYDROXY-L-PYRROLIDINE LACTONE BOC-(2S,3S)-3-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID BOC-CIS-3-HYDROXY-D-PROLINE (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACID BOC-D-HYP-OTBU BOC-CISHYP(BZL)-OH (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-(2-CHLORO-4-FLUOROPHENOXY)-2-PYRROLIDINECARBOXYLIC ACID (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-(4-CHLORO-2-FLUOROPHENOXY)-2-PYRROLIDINECARBOXYLIC ACID

  • BOC-(S)-3-HYDROXYPYRROLIDINE
  • (3S)-(+)-N-BOC-3-HYDROXYPYRROLIDINE
  • 1-PYRROLIDINECARBOXYLIC ACID, 3-HYDROXY-, 1,1-DIMETHYLETHYL ESTER, (3S)-
  • (S)-3-Hydroxypyrrolidine, N-BOC protected
  • (S)-(+)-1-Boc-3-hydroxypyrrolidine, 99%, ee 99%
  • (S)-N-(tert-Butoxycarbonyl)-(+)-3-pyrrolidinol
  • (S)-(+)-N-BOC-3-pyrrolidinol,98+%
  • (S)-1-Boc-3-pyrrolidinol (S)-1-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine
  • (S)-1-Boc-3-pyrrolidinol,(S)-1-Boc-3-hydroxypyrrolidine
  • S-1-N-Boc-3- hydroxy-pyrroline
  • (3S)-3-Hydroxypyrrolidine, N-BOC protected
  • (3S)-1-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine, tert-Butyl (3S)-3-hydroxypyrrolidine-1-carboxylate
  • tert-butyl 3-hydro×ypyrrolidine-1-carbo×ylate
  • (S)-N-Boc-3-hydroxypyrrolidine, ee: 98%
  • (S)-1-Boc-3-pyrrolidinol (S)-1-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine (S)-1-Boc-3-hydroxypyrrolidine
  • <i>(S)</i>-(+)-1-Boc-3-hydroxypyrrolidine
  • (S)-1-BOC-3-Pyrolidinol
  • (S)-1-N-Boc-3-hydroxypyrrolidine, 99%, ee: 98%
  • (3S)-1-Boc-3-pyrrolidinol~(3S)-1-tert-Butoxycarbonyl-3-hydroxypyrrolidine
  • (3S)-1-tert-Butoxycarbonyl-3-pyrrolidinol
  • (S)-1-N-Boc-3-pyrrolidinol
  • (S)-(+)-N-(TERT-BUTOXYCARBONYL)-3-HYDROXYPYRROLIDINE
  • (S)-N-(TERT-BUTOXYCARBONYL)-3-HYDROXYPYRROLIDINE
  • (S)-N-BOC-3-PYRROLIDINOL
  • (S)-N-BOC-3-HYDROXYPYRROLIDINE HYDROCHLORIDE
  • (S)-TERT-BUTYL 3-HYDROXYPYRROLIDINE-1-CARBOXYLATE
  • (S)-(+)-BOC-3-PYRROLIDINOL
  • (S)-3-HYDROXY-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
  • (S)-1-BOC-3-PYRROLIDINOL
  • (S)-1-N-BOC-3-HYDROXYPYRROLIDINE
  • (S)-1-N-(T-BUTOXYCARBONYL)-3-HYDROXYPYRROLIDINE
  • (S)-1-N-(TERT-BUTOXYCARBONYL)-3-HYDROXYPYRROLIDINE
  • (S)-(+)-1-BOC-3-HYDROXYPYRROLIDINE
  • (S)-1-BOC-3-HYDROXYPYRROLIDINE
  • N-BOC-(S)-3-HYDROXYPYRROLIDINE
  • N-(TERT-BUTOXYCARBONYL)-(S)-(+)-3-PYRROLIDINOL
  • N-T-BOC-(S)-3-HYDROXYPYRROLIDINE
  • (S)-(+)-1-Boc-3-hydroxypyrrolidine N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol
  • N-(TERT-BUTOXYCARBONYL)-(S)-(+)-3-PYRRO&
  • (S)-N-BOC-3-HYDROXYPYRROLIDINE
  • (S)-1-N-Boc-3-Hydroxypyrrolidin
  • (3S)-1-boc-3-Pyrrolidinol
  • (3S)-1-Tert-butoxycarbonyl-3-hydroxypyrrolidine
  • (S)-1-N-Boc-3-Hydroxypyrrolidi
  • (s)-1-(tert-butoxycarbonyl)-3-hydroxypyrrolidine
  • (S)-(+)-B-BOC-3-PYRROLIDINOL
  • S-N-BOC-3-PYRROLIDINOL 98%
  • (S)-N-Boc-3-hydroxypyrrolidine, 99%, ee: 98%
  • N-(tert-Butoxycarbonyl)-(S)-3-hydroxypyrrolidine
  • (3S)-Hydroxy-1-pyrrolidinecaboxylic acid-1,1-dimethylethyl ester
  • tert-butyl (S)-3-hydroxypyrrolidine-1-carboxylate
  • (S)-N-Boc-3-hydroxypyrroline
  • (S)-1-Boc-3
  • (S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinol &gt
  • (S)-1-Boc-3-HydroxypyrroL
  • (S) -1-n-tert-butyloxycarbonyl-3-hydroxypyrrolidone
  • N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol USP/EP/BP
  • 1-Pyrrolidinecarboxylic acid, 3-hydroxy-, 1,1-dimethylethyl ester, (3S)- (9CI, ACI)