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

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

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

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;(1S,3S,5S)-tert-butyl 3-carbaMoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate;DGSX;MXR7;SDYS;SGBS;OCI-5;SGBS1;GTR2-2

CBNumber:: CB22485094

Molecular Formula:: C11H18N2O3

Molecular Weight:: 226.27

MDL Number:: MFCD13151933

MOL File:: 361440-67-7.mol

MSDS File:: SDS

Last updated:2026-05-28 00:00:40

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

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

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H319-H335
Precautionary statements	P261-P305+P351+P338
REACH Registrations	Active

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester price More Price(54)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Usbiological	458365	N-Boc-L-cis-4,5-Methanoprolineamide	361440-67-7	100mg	$319	2026-06-03	Buy
Usbiological	458365	N-Boc-L-cis-4,5-Methanoprolineamide	361440-67-7	250mg	$425	2026-06-03	Buy
Usbiological	258634	(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester Asreported	361440-67-7	1g	$403	2026-06-03	Buy
Usbiological	258634	(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester Asreported	361440-67-7	2g	$573	2026-06-03	Buy
Usbiological	258634	(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester Asreported	361440-67-7	5g	$785	2026-06-03	Buy

Product number	Packaging	Price	Buy
458365	100mg	$319	Buy
458365	250mg	$425	Buy
258634	1g	$403	Buy
258634	2g	$573	Buy
258634	5g	$785	Buy

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

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

197142-36-2

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

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 synthesis

Synthesis of (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester from 1H-Pyrrole-1-carboxylic acid, 2-(aMinocarbonyl)-2,3-dihydro-, 1,1-diMethylethyl ester, (2S)- and Tetramethylammonium trifluoromethanesulfonate

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

Raw materials

1H-Pyrrole-1-carboxylic acid, 2-(aMinocarbonyl)-2,3-dihydro-, 1,1-diMethylethyl ester, (2S)- (1S,3S,5S)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid Tetramethylammonium trifluoromethanesulfonate Diiodomethane Dibromomethane

Ammonia Tetrahydrofuran 1,4-Dioxane Isobutyl chloroformate 4-Methylmorpholine

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Preparation Products

(1S,3S,5S)-2-Azabicyclo[3.1.0]hexane-3-carboxamide methanesulfonate

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

Global Suppliers ( 328)

Supplier	Tel	Email	Country	ProdList	Advantage
CANGZHOU SENARY CHEMICAL S&T CO.,LTD	18698023886	qiaojingwen@desano.com	China	32	58
Jiangsu Vcare PharmaTech Co., Ltd.	025-58741518 13327700685	sales@vcarepharmatech.com	China	281	61
TIANJIN MINXIANG BIOMEDICAL INC.	13313219033	tjmx@mxpharm.com	China	39	58
Tianjin Liontec Biopharma Co.,Ltd.	022-87601716 13920326762	yzhang@liontec.com.cn	China	61	58
Chongqing Richem Biotechnology Co., Ltd.	023-63989584 13983114937	yuanhong.qi@cqrichem.cn	China	45	58
TIANJIN PHARMACN MEDICAL TECHNOLOGY CO.,LTD.	022-60189726 18812034280	188120342808@163.com	China	143	61
Tianjin Branch Chong pharmaceutical intermediates Co., Ltd.	022-60116533 13207668525	saleskc@scipharmacn.com	China	360	58
Chemvon Biotechnology Co., Ltd	021-50790412	info@chemvon.com	China	371	57
Chembest Research Laboratories Limited	021-20908456	sales@BioChemBest.com	China	5996	61
Jia Xing Isenchem Co.,Ltd	0573-85285100 18627885956	isenchem@163.com	China	9389	66

Supplier	Advantage
CANGZHOU SENARY CHEMICAL S&T CO.,LTD	58
Jiangsu Vcare PharmaTech Co., Ltd.	61
TIANJIN MINXIANG BIOMEDICAL INC.	58
Tianjin Liontec Biopharma Co.,Ltd.	58
Chongqing Richem Biotechnology Co., Ltd.	58
TIANJIN PHARMACN MEDICAL TECHNOLOGY CO.,LTD.	61
Tianjin Branch Chong pharmaceutical intermediates Co., Ltd.	58
Chemvon Biotechnology Co., Ltd	57
Chembest Research Laboratories Limited	61
Jia Xing Isenchem Co.,Ltd	66

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

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-08-20	(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester 361440-67-7	$1.10	1g	99.0% Min	100 Tons	Dideu Industries Group Limited
2026-08-08	(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester 361440-67-7		1kg	99%	500KG	Hangzhou ICH Biofarm Co., Ltd
2026-06-30	UNQ873 361440-67-7		1kg	98%	1000kg	Shaanxi Dideu New Materials Co. Ltd

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester
361440-67-7
$1.10
99.0% Min
Dideu Industries Group Limited

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester
361440-67-7
99%
Hangzhou ICH Biofarm Co., Ltd

UNQ873
361440-67-7
$0.00
98%
Shaanxi Dideu New Materials Co. Ltd

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

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

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

Xylene Acetyl chloride Boc-3-Hydroxy-1-adamantyl-D-glycine 2-Azabicyclo[3.1.0]hexane-2-carboxylic acid, 3-(aminocarbonyl)-, 1,1-dimethylethyl ester 2-Azabicyclo[3.1.0]hexane-2-carboxylic acid, 3-(aMinocarbonyl)-, 1,1-diMethylethyl ester, (1R,3R,5R)-

2-Azabicyclo[3.1.0]hexane-2-carboxylic acid, 3-(aMinocarbonyl)-, 1,1-diMethylethyl ester, (1R,3S,5R)-

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(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 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 (1S,3S,5S)-tert-butyl 3-carbaMoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate 361440-67-7