(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

Product Name: (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester
CAS No.: 361440-67-7
Chemical Name: (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester
Synonyms: SGB;Saxagliptin int;DGSX;MXR7;SDYS;SGBS;OCI-5;SGBS1;GTR2-2;UNQ873
CBNumber: CB22485094
Molecular Formula: C11H18N2O3
Formula Weight: 226.27
MOL File: 361440-67-7.mol

More

Less

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester Property

Boiling point:: 388.9±21.0 °C(Predicted)
Density: 1.228
storage temp.: 2-8°C
pka: 16.00±0.20(Predicted)
Appearance: White to off-white Solid
InChI: InChI=1S/C11H18N2O3/c1-11(2,3)16-10(15)13-7-4-6(7)5-8(13)9(12)14/h6-8H,4-5H2,1-3H3,(H2,12,14)/t6-,7-,8-/m0/s1
InChIKey: VLAGXRRGXCNITB-FXQIFTODSA-N
SMILES: [C@@]12([H])[C@@]([H])(C1)C[C@@H](C(N)=O)N2C(OC(C)(C)C)=O

More

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

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.

More

Less

N-Bromosuccinimide Price

TRC

Product number: B657255
Product name: N-Boc-L-cis-4,5-Methanoprolineamide
Packaging: 1g
Price: $140
Updated: 2021/12/16

TRC

Product number: B657255
Product name: N-Boc-L-cis-4,5-Methanoprolineamide
Packaging: 2.5g
Price: $305
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA15799
Product name: (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester
Packaging: 25g
Price: $400
Updated: 2021/12/16

Activate Scientific

Product number: AS38996
Product name: (1S,3S,5S)-2-Boc-3-carbamoyl-2-azabicyclo[3.1.0]hexane
Purity: 97% ee
Packaging: 25g
Price: $536
Updated: 2021/12/16

Synthonix

Product number: A13959
Product name: (1S,3S,5S)-2-Boc-2-azabicyclo[3.1.0]hexane-3-carboxamide
Purity: 95+%
Packaging: 50g
Price: $700
Updated: 2021/12/16

More

Less

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester Chemical Properties,Usage,Production

Uses

N-Boc-L-cis-4,5-Methanoprolineamide is an intermediate used to prepare methanoprolinenitrile-contg. dipeptide mimetics as DPP-IV inhibitors and as antidiabetic agents.

Synthesis

197142-36-2

361440-67-7

At -15°C, (1S,3S,5S)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid (1.2 g) was dissolved in THF (20 ml) and 4-methylmorpholine (710 μl) was added. Subsequently, isobutyl chloroformate (780 μl) was added slowly over a period of 5 min and stirring was continued at this temperature for 30 min. The reaction system was cooled to -30°C and aqueous ammonia solution (25 ml, 0.5 M) dissolved in dioxane was slowly added. The reaction mixture was stirred at -30 °C for 30 min and then gradually warmed to room temperature and continued stirring overnight. After completion of the reaction, the pH was adjusted to 4.5 with 10% aqueous citric acid solution and extracted with ether (3 x 50 ml). The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. Finally, purification by silica gel column chromatography (eluent: cyclohexane/ethyl acetate, 1:10) afforded the target product (1S,3S,5S)-tert-butyl (1.0 g, 84% yield, MNa+ = 248) of (1S,3S,5S)-3-(aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate.

References

[1] Journal of Medicinal Chemistry, 2004, vol. 47, # 10, p. 2587 - 2598
[2] Patent: WO2006/116157, 2006, A2. Location in patent: Page/Page column 114-116
[3] Patent: EP2272825, 2015, B1. Location in patent: Paragraph 0182; 0183
[4] Patent: CN106928124, 2017, A. Location in patent: Paragraph 0037; 0095-0100

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

More

Less

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester Suppliers

China 296 India 11 United Kingdom 2 United States 10 Global 319

Jiangsu Vcare PharmaTech Co., Ltd.

Tel: 025-58741518 13327700685
Fax: +86-25-58744115
Email: sales@vcarepharmatech.com
Country: China
ProdList: 308
Advantage: 61

TIANJIN MINXIANG BIOMEDICAL INC.

Tel: 13313219033; 13313219033
Fax: 86-22-88718329
Email: tjmx@mxpharm.com
Country: China
ProdList: 50
Advantage: 58

Tianjin Liontec Biopharma Co.,Ltd.

Tel: 022-87601716 13920326762
Email: yzhang@liontec.com.cn
Country: China
ProdList: 61
Advantage: 58

Chongqing Richem Biotechnology Co., Ltd.

Tel: 13983114937
Email: 382562851@qq.com
Country: China
ProdList: 78
Advantage: 58

TIANJIN PHARMACN MEDICAL TECHNOLOGY CO.,LTD.

Tel: 022-60189726 18812034280
Fax: 86-22-60979672
Email: 188120342808@163.com
Country: China
ProdList: 142
Advantage: 61

Nanjing Huarui Biopharmaceutical Technology Co., Ltd.

Tel: 18014824111
Email: 908320070@qq.com
Country: China
ProdList: 65
Advantage: 58

Chemvon Biotechnology Co., Ltd

Tel: 021-50790412
Fax: +86-21-50790419
Email: info@chemvon.com
Country: China
ProdList: 371
Advantage: 57

Chembest Research Laboratories Limited

Tel: +86-21-20908456
Fax: 021-58180499
Email: sales@BioChemBest.com
Country: China
ProdList: 6003
Advantage: 61

Jia Xing Isenchem Co.,Ltd

Tel: 0573-85285100 18627885956
Fax: 0573-85285100
Email: isenchem@163.com
Country: China
ProdList: 9310
Advantage: 66

Shanghai Longsheng chemical Co.,Ltd.

Tel: 021-58099652-8005 13585536065
Fax: 021-58099609
Email: bin.wu@shlschem.com
Country: China
ProdList: 9883
Advantage: 59

More

Less

View Lastest Price from (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: UNQ873 361440-67-7
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1000kg
Release date: 2025-09-28

Hebei Chuanghai Biotechnology Co., Ltd

Product: (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester 361440-67-7
Price: US $10.00/KG
Min. Order: 1KG
Purity: 98
Supply Ability: 1KG
Release date: 2024-11-21

Nanjing Fred Technology Co., Ltd

Product: (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester 361440-67-7
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1 ton
Release date: 2024-01-02

361440-67-7, (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl esterRelated Search:

Xylene Acetyl chloride Boc-3-Hydroxy-1-adamantyl-D-glycine

(1S,3S,5S)-3-Aminocarbonyl-2-Azabicyclo[3.1.0]Hexane-2-Carboxylicacid,1,1-Dimethylethyl Ester

Saxagliptin int

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

(1S,3S,5S)-3-(AMinocarbonyl)-2-azabicylo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

(1S,3S,5S)-3-(AMinocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid

(1S,3S,5S)-tert-butyl 3-carbaMoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate

N-Boc-L-cis-4,5-MethanoprolineaMide

(1S,3S,5S)-3-(AMinocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl este

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

Saxagliptin INT 2

tert-butyl(1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate

SGB

(1S,3S,5S)-2-(tert-butyl)-2-azabicyclo[3.1.0]hexane-3-carboxamide

-tert-Butyl 3-carbamoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate

(1S,3S,5S)-2-Boc-2-azabicyclo-[3.1.0]hexane-3-carboxamide

EOS-60426

N-Boc-cis-4,5-Methano-L-prolinamide

ABHB (1S,3S,5S)-tert-butyl 3-carbamoyl-2-aza-bicyclo[3.1.0]hexane-2-carboxylate

(1S, 3S, 5S) -3- (amino-carbonyl) -2-azabicyclic [3.1.0] hexane-2-tert-butyl carboxylate

SAXAGLIPTIN CAS 3611442-04-8 INTERMEDIATES

(1S,3S,5S)-3-(AMINOCARBONYL)-2-AZABICYCLO[3.1.0]HEXANE-2-CARBOXYLIC ACID TERT-BUTYL ESTER1S

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester(For export only)

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester ISO 9001：2015 REACH

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acidd tert-butyl ester

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-car...

Saxagliptin Impurity 40

C11H18N2O3 (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester 361440-67-7

(1S,3S,5S)-3-(Aminocarbonyl)-2-Azabicyclo[3.1.0]Hexane-2-Carboxylic Acid Tert-Butyl Ester / Saxagliptin Intermediate

(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

1,1-Dimethylethyl (1S,3S,5S)-3-(aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

(1S, 3S, 5S) -3- (aminocarbonyl) -2-azabicyclic - [3.1.0] hexane-2-carboxylic acid tert butyl ester

DGSX

GTR2-2

MXR7

OCI-5

SDYS

SGBS

SGBS1

(1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate tert-butyl ester

Sacubitril Impurity 93

C20orf153

PRO1891

UNQ873

（C11H18N2O3，226.27）

(1S,3S,5S)-2-Boc-2-azabicyclo[3.1.0]hexane-3-carboxamide - [A13959]

tert-Butyl (1S,3S,5S)-3-(aminocarbonyl)-2-azabicyclo[3.1.0]hexan-2-carboxylate

361440-67-7