N-Boc-L-trans-4,5-Methanoproline

Uses

Product Name: N-Boc-L-trans-4,5-Methanoproline
CAS No.: 197142-34-0
Chemical Name: N-Boc-L-trans-4,5-Methanoproline
Synonyms: EOS-61213;N-Boc-L-trans-4,5-Methanoproline;N-Boc-L-trans-2-azabicyclo[3.1.0]hexane-3-carboxylic acid;(1R,3S,5R)-2-Boc-2-azabicyclo[3.1.0]hexane-3-carboxylic Acid;(1R,3S,5R)-2-[(2-methylpropan-2-yl)oxycarbonyl]-2-azabicyclo...;(1R,3S,5R)-2-Boc-2-aza-bicyclo[3.1.0]hexane-3-dicarboxylic acid;N-tert-butoxycarbonyl-l-trans-2-azabicyclo 3.1.0 hexane-3-carboxylic acid;(1R,3S,5R)-2-[(tert-Butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-3-carboxyl+;2-(1,1-Dimethylethyl) (1R,3S,5R)-2-azabicyclo[3.1.0]hexane-2,3-dicarboxylate;(1R,3S,5R)-2-(tert-butoxyCARBONYL)-2-AZABICLO[3.1.0]hexane-3-carboxylic acid
CBNumber: CB32645259
Molecular Formula: C11H17NO4
Formula Weight: 227.26
MOL File: 197142-34-0.mol

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N-Boc-L-trans-4,5-Methanoproline Property

Boiling point:: 355.9±25.0 °C(Predicted)
Density: 1.276±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Acetone (Slightly, Sonicated), DMSO (Slightly, Sonicated), Methanol (Slightly, Heated)
pka: 4.03±0.20(Predicted)
form: Solid
color: White to Pale Yellow
Stability:: Hygroscopic
InChI: InChI=1S/C11H17NO4/c1-11(2,3)16-10(15)12-7-4-6(7)5-8(12)9(13)14/h6-8H,4-5H2,1-3H3,(H,13,14)/t6-,7-,8+/m1/s1
InChIKey: VXIIZQXOIDYWBS-PRJMDXOYSA-N
SMILES: [C@]12([H])[C@]([H])(C1)C[C@@H](C(O)=O)N2C(OC(C)(C)C)=O

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: B201955
Product name: (1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylicAcid
Packaging: 100mg
Price: $85
Updated: 2021/12/16

Activate Scientific

Product number: AS44484
Product name: (1R,3S,5R)-2-Boc-2-azabicyclo[3.1.0]hexane-3-carboxylic acid
Purity: 97%
Packaging: 1g
Price: $330
Updated: 2021/12/16

Matrix Scientific

Product number: 120059
Product name: (1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo-[3.1.0]hexane-3-carboxylic acid
Purity: 95+%
Packaging: 250mg
Price: $490
Updated: 2021/12/16

Activate Scientific

Product number: AS44484
Product name: (1R,3S,5R)-2-Boc-2-azabicyclo[3.1.0]hexane-3-carboxylic acid
Purity: 97%
Packaging: 250mg
Price: $162
Updated: 2021/12/16

AK Scientific

Product number: J94351
Product name: N-Boc-L-trans-4,5-methanoproline
Packaging: 5g
Price: $750
Updated: 2021/12/16

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N-Boc-L-trans-4,5-Methanoproline Chemical Properties,Usage,Production

Uses

N-Boc-L-trans-4,5-Methanoproline belongs to carboxylic acid derivatives and can be used as pharmaceutical intermediates.

Uses

1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic Acid acts as a reagent in the preparation of fused bicycles end-capped with peptide derivatives as HCV inhibitors. Synthesis of (tert-butoxycarbonyl)azabicyclohexanecarboxylic acid via stereoselective cyclopropanation of pyrroline

Synthesis

197142-33-9

197142-34-0

Tert-butyl (1R,3S,5R)-3-(hydroxymethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate (900 mg, 4.22 mmol, 1.00 eq.) was used as a feedstock and dissolved in a mixed solvent of acetonitrile (10 mL) and carbon tetrachloride (10 mL). To this solution was added an aqueous (10 mL) solution of sodium periodate (2.72 g, 12.72 mmol, 3.00 equiv) and ruthenium trichloride hydrate (44 mg, 0.20 mmol). The reaction mixture was stirred overnight at room temperature. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The target product (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid (620 mg, 65% yield) was obtained as a brown solid.

References

[1] Angewandte Chemie (International Edition in English), 1997, vol. 36, # 17, p. 1881 - 1884
[2] Patent: WO2015/52264, 2015, A1. Location in patent: Paragraph 01524; 01525
[3] Patent: WO2012/18325, 2012, A1. Location in patent: Page/Page column 145
[4] Patent: WO2012/48421, 2012, A1. Location in patent: Page/Page column 26; 29
[5] Angewandte Chemie - International Edition, 2015, vol. 54, # 45, p. 13268 - 13272

N-Boc-L-trans-4,5-Methanoproline Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Boc-L-trans-4,5-Methanoproline Suppliers

China 94 India 3 United States 6 Global 103

Block Chemical Technology (Shanghai) Co., LTD

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View Lastest Price from N-Boc-L-trans-4,5-Methanoproline manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: N-Boc-L-trans-4,5-methanoproline 197142-34-0
Price: US $1.10-9.90/kg
Min. Order: 1kg
Purity: 99%min
Supply Ability: 100kg
Release date: 2025-08-18

Zibo Hangyu Biotechnology Development Co., Ltd

Product: N-Boc-L-trans-4,5-Methanoproline 197142-34-0
Price: US $45.00-300.00/mg
Min. Order: 250mg
Purity: 99%
Supply Ability: 50
Release date: 2024-07-10

Career Henan Chemical Co

Product: N-Boc-L-trans-4,5-Methanoproline 197142-34-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 989
Supply Ability: 200kg
Release date: 2020-01-02

197142-34-0, N-Boc-L-trans-4,5-MethanoprolineRelated Search:

BOC-DL-PROLINE ETHYL ESTER (1R,3S,5R)-2-AZABICYCLO[3.1.0]HEXANE-3-CARBOXAMIDE 2,2,2-TRIFLUOROACETIC ACID (1S,3R,5S)-2-tert-Butyl 3-ethyl 2-azabicyclo[3.1.0]hexane-2,3-dicarboxylate 2-Azabicyclo[3.1.0]hexane-3-carbonitrile, 2-[(2R)-2-aMino-2-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)acetyl]-, (1R,3R,5R)- 2-Azabicyclo[3.1.0]hexane-3-carbonitrile, 2-[(2S)-2-aMino-2-tricyclo[3.3.1.13,7]dec-1-ylacetyl]-, (1S,3S,5S)- Saxagliptin hydrochloride 1H-Pyrrole-1-carboxylic acid, 2-(aMinocarbonyl)-2,3-dihydro-, 1,1-diMethylethyl ester, (2S)- (S) - N- Boc- adamantylglycine (S)-1-Boc-2,3-dihydro-2-pyrrolecarboxylic acid ethyl ester 2-Azabicyclo[3.1.0]hexane-2,3-dicarboxylic acid, 2-(1,1-dimethylethyl) 3-ethyl ester, (1S,3S,5S)- (2R)-1,2-Pyrrolidinedicarboxylic acid 1-tert-butyl 2-ethyl ester (1S,3S,5S)-2-(TERT-BUTOXYCARBONYL)-2-AZABICYCLO[3.1.0]HEXANE-3-CARBOXYLIC ACID DSLXQSYLYSTVKT-ONZQNKQFSA-N 2-Azabicyclo[3.1.0]hexane-3-carbonitrile, 2-[(2R)-2-aMino-2-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)acetyl]-, (1S,3R,5S)- AcetaMide, N-[(1S)-2-[(1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-2-oxoethyl]-2,2,2-trifluoro- N-Boc-L-trans-4,5-methanoproline ethyl ester 2-Azabicyclo[3.1.0]hexane-3-carbonitrile, 2-[(2R)-2-aMino-2-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)acetyl]-, (1R,3S,5R)- Saxagliptin O-β-D-glucuronide

N-Boc-L-trans-4,5-Methanoproline

(1R,3S,5R)-2-[(tert-Butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-3-carboxyl+

N-Boc-L-trans-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

2-Azabicyclo[3.1.0]hexane-2,3-dicarboxylic acid, 2-(1,1-dimethylethyl) ester, (1R,3S,5R)-

EOS-61213

(1R,3S,5R)-2-(tert-butoxyCARBONYL)-2-AZABICLO[3.1.0]hexane-3-carboxylic acid

(1R,3S,5R)-2-Boc-2-azabicyclo[3.1.0]hexane-3-carboxylic Acid

N-tert-butoxycarbonyl-l-trans-2-azabicyclo 3.1.0 hexane-3-carboxylic acid

(1R,3S,5R)-2-[(2-methylpropan-2-yl)oxycarbonyl]-2-azabicyclo[3.1.0]hexane-3-carboxylicacid

(1R,3S,5R)-2-[(2-methylpropan-2-yl)oxycarbonyl]-2-azabicyclo...

2-(1,1-Dimethylethyl) (1R,3S,5R)-2-azabicyclo[3.1.0]hexane-2,3-dicarboxylate

(1R,3S,5R)-2-Boc-2-aza-bicyclo[3.1.0]hexane-3-dicarboxylic acid

(1R,3S,5R)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-3-carboxylic acid - [A15753]

197142-34-0