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Cas Database

122536-76-9

122536-76-9

Identification

Synonyms:Carbamicacid, (3S)-3-pyrrolidinyl-, 1,1-dimethylethyl ester (9CI);Carbamic acid,3-pyrrolidinyl-, 1,1-dimethylethyl ester, (S)-;(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine;(S)-(-)-3-[N-(tert-Butyloxycarbonyl)amino]pyrrolidine;(S)-3-(tert-butoxycarbonylamino)pyrrolidine;(S)-N-(Pyrrolidin-3-yl)carbamic acidtert-butyl ester;(S)-tert-Butyl (pyrrolidin-3-yl)carbamate;tert-Butyl((3S)-pyrrolidin-3-yl)carbamate;tert-Butyl(S)-N-pyrrolidin-3-ylcarbamate;(s)-3-(boc-amino)pyrrolidine;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi,CorrosiveC

  • Hazard Codes:Xi,C

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:(S)-3-(Boc-amino)pyrrolidine
  • Packaging:100mg
  • Price:$ 75
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine >98.0%(GC)(T)
  • Packaging:5g
  • Price:$ 100
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine >98.0%(GC)(T)
  • Packaging:25g
  • Price:$ 408
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:(S)-3-(Boc-amino)pyrrolidine
  • Packaging:100 g
  • Price:$ 455
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:(S)-3-(Boc-amino)pyrrolidine
  • Packaging:5 g
  • Price:$ 40
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:(S)-3-(Boc-amino)pyrrolidine
  • Packaging:25 g
  • Price:$ 154
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:(S)-3-(Boc-amino)pyrrolidine ≥98.0% (TLC)
  • Packaging:1 g
  • Price:$ 123
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:(S)-3-(Boc-amino)pyrrolidine ≥98.0% (TLC)
  • Packaging:1g-f
  • Price:$ 119
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:(S)-3-(Boc-amino)pyrrolidine ≥98.0% (TLC)
  • Packaging:5g-f
  • Price:$ 432
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:(S)-3-(Boc-amino)pyrrolidine ≥98.0% (TLC)
  • Packaging:5 g
  • Price:$ 368
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Relevant articles and documentsAll total 12 Articles be found

Synthesis and evaluation of novel ligands for the histamine H4 receptor based on a pyrrolo[2,3-d]pyrimidine scaffold

Gao, Ling-Jie,Schwed, J. Stephan,Weizel, Lilia,De Jonghe, Steven,Stark, Holger,Herdewijn, Piet

, p. 132 - 137 (2013/02/23)

Starting from a known H4R ligand based on a pyrimidine skeleton, a series of novel analogues based on a pyrrolo[2,3-d]pyrimidine scaffold have been prepared. Whereas the original pyrimidine congener shows good affinity at hH4R (Ki = 0.5 μM), its lacks selectivity with a K i value for the hH3R of 1 μM. Within the newly synthesized pyrrolo[2,3-d]pyrimidines, several congeners show Ki values of less than 1 μM at the hH4R and show a much improved selectivity profile. Therefore, these series represent an interesting starting point for the discovery of novel hH4R ligands.

STEREOSELECTIVE SYNTHESIS OF PIPERIDINE DERIVATIVES

-

Page/Page column 15, (2010/06/22)

This invention relates to dialdehyde or dinitrile compounds, which are useful for stereoselective synthesis of piperidine, pyrrolidine, and azepane derivatives.

Chiral 3-aminopyrrolidines as a rigid diamino scaffold for organocatalysis and organometallic chemistry

Pouliquen, Mickael,Blanchet, Jerome,Paolis, Michael De,Rema Devi,Rouden, Jacques,Lasne, Marie-Claire,Maddaluno, Jacques

experimental part, p. 1511 - 1521 (2010/11/02)

Over 20 new and easily prepared diamines were screened for the asymmetric Morita-Baylis-Hillman reaction. Chiral non-racemic 3-(N,N-dimethylamino)-1- methylpyrrolidine was found to promote efficiently the reaction of methyl vinyl ketone and substituted benzaldehydes. Enantiomeric excesses up to 73% were reached with electron-deficient benzaldehyde derivatives. After a simple deprotonation, one of these diamines was transformed into a chiral mixed aggregate for the enantioselective synthesis of (R)-1-o-tolylethanol with 76% ee.

PROCESS FOR PRODUCING NITROGENOUS HETEROCYCLIC COMPOUND

-

Page/Page column 10-11, (2010/11/08)

A nitrogenous heterocyclic compound such as 3-aminopyrrolidine derivative is produced by hydrogenolysis of an N-substituted nitrogenous heterocyclic compound with normal pressure hydrogen in a water-based solvent in presence of a catalyst. In the case an optically active 1-substituted-3-aminopyrrrolidine derivative is used as a raw material, an optically active 3-aminopyrrolidine derivative can be obtained as a product practically without racemination.

Methods of treating insulin resistance syndrome and diabetes

-

, (2008/06/13)

This invention is directed to methods of treating insulin resistance syndrome and diabetes in a patient in need thereof, comprising administering to said patient a pharmaceutically effective amount of a compound derived from adenosine and analogues thereof, or a pharmaceutically acceptable salt thereof, a pharmaceutically acceptable prodrug thereof, an N-oxide thereof, a hydrate thereof or a solvate thereof, or a pharmaceutical composition comprising such compound.

Process route upstream and downstream products

Process route

(S)-1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine
131852-53-4

(S)-1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine

3(S)-(tert-butoxycarbonylamino)pyrrolidine
122536-76-9,140629-77-2

3(S)-(tert-butoxycarbonylamino)pyrrolidine

Conditions
Conditions Yield
With 10% palladium on carbon; hydrogen; In methanol; at 20 ℃; for 24h;
100%
With hydrogen; 5% palladium over charcoal; In water; at 40 ℃; for 10h;
87.4%
(S)-3-<<(1,1-dimethylethoxy)carbonyl>amino>-1-pyrrolidinecarboxylic acid phenylmethyl ester
122536-74-7

(S)-3-<<(1,1-dimethylethoxy)carbonyl>amino>-1-pyrrolidinecarboxylic acid phenylmethyl ester

3(S)-(tert-butoxycarbonylamino)pyrrolidine
122536-76-9,140629-77-2

3(S)-(tert-butoxycarbonylamino)pyrrolidine

Conditions
Conditions Yield
With hydrogen; palladium on activated charcoal; In methanol; at 21 - 25 ℃; for 0.5h; under 1639.4 - 2616.8 Torr;
95%
(S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinecarboxylic acid,phenylmethyl ester
185057-49-2

(S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinecarboxylic acid,phenylmethyl ester

3(S)-(tert-butoxycarbonylamino)pyrrolidine
122536-76-9,140629-77-2

3(S)-(tert-butoxycarbonylamino)pyrrolidine

Conditions
Conditions Yield
palladium; In methanol;
palladium; In methanol;
(S)-1-allyl-3-(t-butoxycarbonylamino)pyrrolidine
176970-11-9

(S)-1-allyl-3-(t-butoxycarbonylamino)pyrrolidine

3(S)-(tert-butoxycarbonylamino)pyrrolidine
122536-76-9,140629-77-2

3(S)-(tert-butoxycarbonylamino)pyrrolidine

Conditions
Conditions Yield
With acetic acid; palladium on activated charcoal; In water; for 2h; Heating;
95%
(3S)-(-3aminopyrrolidine

(3S)-(-3aminopyrrolidine

5'-N-ethyl-2',3'-isopropylidene-N<sub>6</sub>-chloroadenosine-5'-uronamide

5'-N-ethyl-2',3'-isopropylidene-N6-chloroadenosine-5'-uronamide

di-<i>tert</i>-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3(S)-(tert-butoxycarbonylamino)pyrrolidine
122536-76-9,140629-77-2

3(S)-(tert-butoxycarbonylamino)pyrrolidine

Conditions
Conditions Yield
With potassium hydrogensulfate; benzaldehyde; In toluene;
5'-N-ethyl-2',3'-isopropylidene-N<sub>6</sub>-chloroadenosine-5'-uronamide

5'-N-ethyl-2',3'-isopropylidene-N6-chloroadenosine-5'-uronamide

di-<i>tert</i>-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-aminopyrrolidine
16596-41-1

N-aminopyrrolidine

3(S)-(tert-butoxycarbonylamino)pyrrolidine
122536-76-9,140629-77-2

3(S)-(tert-butoxycarbonylamino)pyrrolidine

Conditions
Conditions Yield
With potassium hydrogensulfate; benzaldehyde; In toluene;
di-<i>tert</i>-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3(S)-(tert-butoxycarbonylamino)pyrrolidine
122536-76-9,140629-77-2

3(S)-(tert-butoxycarbonylamino)pyrrolidine

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1: 10.3 g / Et3N / CH2Cl2 / 3 h / Ambient temperature
2: 5.51 g / NaBH4 / tetrahydrofuran; methanol / 45 - 55 °C
3: 5.30 g / Et3N / ethyl acetate / -20 - -5 °C
4: 94 percent / 2.5 h / 45 °C
5: 95 percent / AcOH / 10percent Pd/C / H2O / 2 h / Heating
With sodium tetrahydroborate; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;
Multi-step reaction with 2 steps
1: 84 percent / 1.0 N aq. NaOH / 2-methyl-propan-2-ol / Ambient temperature
2: 95 percent / H2 / 20percent Pd/C / methanol / 0.5 h / 21 - 25 °C / 1639.4 - 2616.8 Torr
With sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol; tert-butyl alcohol;
[(S)-2-(tert-butoxycarbonyamino)butane-1 ,4-diyl dimethanesulfonate]
176970-13-1

[(S)-2-(tert-butoxycarbonyamino)butane-1 ,4-diyl dimethanesulfonate]

3(S)-(tert-butoxycarbonylamino)pyrrolidine
122536-76-9,140629-77-2

3(S)-(tert-butoxycarbonylamino)pyrrolidine

Conditions
Conditions Yield
With ammonium hydroxide; In acetonitrile; for 48h; Yield given; Ambient temperature;
Multi-step reaction with 2 steps
1: 94 percent / 2.5 h / 45 °C
2: 95 percent / AcOH / 10percent Pd/C / H2O / 2 h / Heating
With acetic acid; palladium on activated charcoal; In water;
dimethyl N-tert-butoxycarbonyl-L-aspartate
130622-08-1,55747-84-7

dimethyl N-tert-butoxycarbonyl-L-aspartate

3(S)-(tert-butoxycarbonylamino)pyrrolidine
122536-76-9,140629-77-2

3(S)-(tert-butoxycarbonylamino)pyrrolidine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: NaBH4, CaCl2 / ethanol / 2 h / 0 °C
2: Et3N / CH2Cl2 / 1 h / -10 - 0 °C
3: aq. NH4OH / acetonitrile / 48 h / Ambient temperature
With ammonium hydroxide; sodium tetrahydroborate; triethylamine; calcium chloride; In ethanol; dichloromethane; acetonitrile;
Multi-step reaction with 4 steps
1: 5.51 g / NaBH4 / tetrahydrofuran; methanol / 45 - 55 °C
2: 5.30 g / Et3N / ethyl acetate / -20 - -5 °C
3: 94 percent / 2.5 h / 45 °C
4: 95 percent / AcOH / 10percent Pd/C / H2O / 2 h / Heating
With sodium tetrahydroborate; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; water; ethyl acetate;
(S)-2-(tert-butoxycarbonylamino)-1,4-butanediol
128427-10-1,156627-42-8

(S)-2-(tert-butoxycarbonylamino)-1,4-butanediol

3(S)-(tert-butoxycarbonylamino)pyrrolidine
122536-76-9,140629-77-2

3(S)-(tert-butoxycarbonylamino)pyrrolidine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: Et3N / CH2Cl2 / 1 h / -10 - 0 °C
2: aq. NH4OH / acetonitrile / 48 h / Ambient temperature
With ammonium hydroxide; triethylamine; In dichloromethane; acetonitrile;
Multi-step reaction with 3 steps
1: 5.30 g / Et3N / ethyl acetate / -20 - -5 °C
2: 94 percent / 2.5 h / 45 °C
3: 95 percent / AcOH / 10percent Pd/C / H2O / 2 h / Heating
With acetic acid; triethylamine; palladium on activated charcoal; In water; ethyl acetate;

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  • Simagchem Corporation
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  • Amadis Chemical Co., Ltd.
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  • Shaanxi BLOOM TECH Co.,Ltd
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  • Chemwill Asia Co., Ltd.
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  • Afine Chemicals Limited
  • Business Type:Lab/Research institutions
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  • Emails:info@afinechem.com
  • Main Products:92
  • Country:China (Mainland)
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