ChemicalBook > CAS DataBase List > (1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine

(1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine

Product Name: (1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine
CAS No.: 146504-07-6
Chemical Name: (1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine
Synonyms: DACH-BOC;N-Boc-1R,2R-Cyclohexanediamine;(1R,2R)-N-Boc-1,2-cyclohexanediamine;(1R,2R)-N1-Boc-1,2-cyclohexanediamine;(1R)-trans-N-Boc-1,2-diaminocyclohexane;(1R,2R)-2-Amino-1-(Boc-amino)cyclohexane;(1R,2R)-1-AMINO-2-(BOC-AMINO)-CYCLOHEXANE;(1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine;(1R,2R)-trans-N-Boc-1,2-diaminocyclohexane;Trans (1R,2R)-1N-Boc-cyclohexane-1,2-diamine
CBNumber: CB41120886
Molecular Formula: C11H22N2O2
Formula Weight: 214.3
MOL File: 146504-07-6.mol

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(1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine Property

Melting point:: 114-115℃
Boiling point:: 322.1±31.0 °C(Predicted)
Density: 1.02±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
form: powder to crystal
pka: 12.26±0.40(Predicted)
color: White to Almost white
optical activity: [α]/D -26±2°, c = 1 in chloroform
BRN: 7023564
InChI: InChI=1S/C11H22N2O2/c1-11(2,3)15-10(14)13-9-7-5-4-6-8(9)12/h8-9H,4-7,12H2,1-3H3,(H,13,14)/t8-,9-/m1/s1
InChIKey: AKVIZYGPJIWKOS-RKDXNWHRSA-N
SMILES: C(OC(C)(C)C)(=O)N[C@@H]1CCCC[C@H]1N

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Safety

Hazard Codes: C
Risk Statements: 34
Safety Statements: 26-36/37/39-45
RIDADR: UN 3259 8/PG 3
WGK Germany: 3
HazardClass: 8
PackingGroup: Ⅲ
HS Code: 29242990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

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

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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

P363Wash contaminated clothing before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 670650
Product name: (1R,2R)-trans-N-Boc-1,2-cyclohexanediamine
Purity: 97%
Packaging: 1g
Price: $291
Updated: 2024/03/01

Sigma-Aldrich

Product number: 670650
Product name: (1R,2R)-trans-N-Boc-1,2-cyclohexanediamine
Purity: 97%
Packaging: 250mg
Price: $81
Updated: 2023/06/20

TCI Chemical

Product number: B5647
Product name: (1R,2R)-N1-(tert-Butoxycarbonyl)-1,2-cyclohexanediamine
Packaging: 1G
Price: $285
Updated: 2025/07/31

TCI Chemical

Product number: B5647
Product name: (1R,2R)-N1-(tert-Butoxycarbonyl)-1,2-cyclohexanediamine
Packaging: 5G
Price: $997
Updated: 2025/07/31

TRC

Product number: B810468
Product name: tert-Butyl((1R,2R)-2-Aminocyclohexyl)carbamate
Packaging: 50mg
Price: $45
Updated: 2021/12/16

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(1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

(1R,2R)-trans-N-Boc-1,2-cyclohexanediamine can be used as:

An organocatalyst in the intramolecular desymmetrization of cyclohexanones to yield 2-azabicyclo[3.3.1]nonane.
A starting material in the synthesis of a chiral nickel catalyst applicable for the Michael addition reaction of 1,3-dicarbonyl compounds to yield nitroalkenes.

Definition

ChEBI: (1R,2R)-trans-N-Boc-1,2-cyclohexanediamine is an amine.

Synthesis

24424-99-5

20439-47-8

146504-07-6

General procedure for the synthesis of (1R,2R)-N-Boc-1,2-cyclohexanediamine from di-tert-butyl dicarbonate and lev-trans-1,2-cyclohexanediamine: (R,R)-cyclohexanediamine (5.70 g, 50.0 mmol) was dissolved in 1,4-dioxane (110.0 mL). A solution of Boc-anhydride (1.09 g, 5.0 mmol) in 1,4-dioxane (35.0 mL) was slowly added dropwise with stirring at room temperature. After the dropwise addition, the reaction was continued with stirring for 5 hours. Upon completion of the reaction, the solvent was removed by rotary evaporation and the resulting residue was dissolved in water (55 mL). The insoluble material was removed by filtration and the filtrate was extracted with dichloromethane (3 x 55 mL). The organic phases were combined, washed with water, the organic layer was separated, dried with anhydrous magnesium sulfate, filtered and concentrated by rotary evaporation. Finally, purification by silica gel column chromatography afforded the yellow solid product (1R,2R)-N-Boc-1,2-cyclohexanediamine (1.00 g, 94% yield).

References

[1] Journal of the Chemical Society, Dalton Transactions, 2001, # 14, p. 2188 - 2198
[2] Patent: CN105017172, 2017, B. Location in patent: Paragraph 0043; 0044
[3] European Journal of Organic Chemistry, 2018, vol. 2018, # 1, p. 99 - 103
[4] Journal of the American Chemical Society, 2011, vol. 133, # 37, p. 14704 - 14709
[5] Organic and Biomolecular Chemistry, 2018, vol. 16, # 35, p. 6423 - 6429

(1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine manufacturers

NanJing Spring & Autumn Biological Engineering CO., LTD.

Product: (1R,2R)-trans-N-Boc-1,2-cyclohexanediamine 146504-07-6 146504-07-6
Price: US $50.00/g
Min. Order: 1g
Purity: ≥98%
Supply Ability: 1000.00 kgs
Release date: 2019-07-17

Career Henan Chemical Co

Product: (1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine 146504-07-6
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100KG
Release date: 2019-12-31

146504-07-6, (1R,2R)-trans-N-Boc-1,2-CyclohexanediamineRelated Search:

CIS-(1R,2S)-1N-CBZ-CYCLOHEXANE-1,2-DIAMINE (1R,2R)-N-Methylsulfonyl-1,2-diphenylethanediamine, 98+% (1R,2R)-N,N'-DI-P-TOLUENESULFONYL-1,2-DIPHENYL-1,2-ETHYLENEDIAMINE N-Boc-(1S, 2R)-diaminocyclohexane (R)-Hydroxyphenylaceticacid salt||| (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine (1R,2R)-(+)-1,2-Diphenylethylenediamine (1S,2S)-(-)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE (1S,2S)-N,N'-DI-P-TOLUENESULFONYL-1,2-DIPHENYL-1,2-ETHYLENEDIAMINE (1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol N-Boc-1,2-Diaminocyclohexane 1,2-Diaminocyclohexane 1-N-BOC-1,2-TRANS-CYCLOHEXYLDIAMINE (1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine (1R,2R)-N,N''-BIS-BOC-CYCLOHEXANE-1,2-DIAMINE (4AR,8AR)-OCTAHYDRO-QUINOXALINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

(1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine

(1R)-trans-N-Boc-1,2-diaminocyclohexane

Trans (1R,2R)-1N-Boc-cyclohexane-1,2-diamine

Carbamic acid, N-[(1R,2R)-2-aminocyclohexyl]-, 1,1-dimethylethyl ester

N-Boc-1R,2R-Cyclohexanediamine

((1R,2R)-2-Aminocyclohexyl)-carbamic acid tert-butyl ester

(1R,2R)-(-)-N-(t-Butoxycarbonyl)-1,2-cyclohexanediamine

(1R,2R)-N-tert.-Butoxycarbonylcyclohexane-1,2-diamine

(1R,2R)-2-Amino-1-(Boc-amino)cyclohexane

N-tert-Butoxycarbonyl-R,R-1,2-diaminocyclohexane

tert-Butyl N-((1R,2R)-2-aminocyclohexyl)carbamate

DACH-BOC

(1R,2R)-Cyclohexane-1,2-diamine, N1-BOC protected

(1R,2R)-trans-N-Boc-1,2-cyclohexanediamine 146504-07-6

(1R,2R)-Cyclohexane-1,2-diamine, N1-BOC protected 95%

(1R,2R)-N-Boc-1,2-cyclohexanediamine

(1R,2R)-1-AMINO-2-(BOC-AMINO)-CYCLOHEXANE

(1R,2R)-N1-(tert-Butoxycarbonyl)-1,2-cyclohexanediamine

Carbamic acid, (2-aminocyclohexyl)-, 1,1-dimethylethyl ester,(1R-trans)-

(1R,2R)-2-Amino-1-(tert-butoxycarbonylamino)cyclohexane

(1R,2R)-N1-Boc-1,2-cyclohexanediamine

(1R,2R)-N-(tert-Butoxycarbonylamino]cyclohexane

(1R,2R)-trans-N-Boc-1,2-diaminocyclohexane

(1R,2R)-trans-N-Boc-1,2-cyclohexanediamine

(1R,2R)-N-Boc-1,2-cyclohexanediamine - [B88540]

146504-07-6