(2S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-3,3-trimethyl-N-(phenylmethyl)butanamide, (S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-benzyl-N-3,3-trimethylbutanamide

Base Information

• Chemical Name: (2S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-3,3-trimethyl-N-(phenylmethyl)butanamide, (S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-benzyl-N-3,3-trimethylbutanamide
• CAS No.: 479423-21-7
• Molecular Formula: C21H34N4OS
• Molecular Weight: 390.593
• Hs Code.: 29309090
• Mol file: 479423-21-7.mol

Synonyms:(S)-2-[[(1R,2R)-2-Aminocyclohexyl]thioureido]-N-benzyl-N,3,3-trimethylbutanamide;

Chemical Property of (2S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-3,3-trimethyl-N-(phenylmethyl)butanamide, (S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-benzyl-N-3,3-trimethylbutanamide

Chemical Property:

• Melting Point: 71-85 ℃
• Boiling Point: 531.8±60.0 °C(Predicted)
• PKA: 12.67±0.70(Predicted)
• PSA: 109.52000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 4.29620

Purity/Quality:

99% ^*data from raw suppliers

(2S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N,3,3-trimethyl-N-(phenylmethyl)butanamide, 98%, (99% ee) (99% ee) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of (2S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-3,3-trimethyl-N-(phenylmethyl)butanamide, (S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-benzyl-N-3,3-trimethylbutanamide

There total 7 articles about (2S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-3,3-trimethyl-N-(phenylmethyl)butanamide, (S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-benzyl-N-3,3-trimethylbutanamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

(S)-N,N-benzylmethyl-2-isothiocyanato-3,3-dimethylbutyramide (919113-09-0) + (1R,2R)-1,2-diaminocyclohexane (20439-47-8) → (2S)-2-({[(1R,2R)-2-aminocyclohexyl]carbamothioyl}amino)-N-benzyl-N,3,3-trimethylbutanamide (479423-21-7)

Guidance literature:

In dichloromethane; at 23 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetasy.2008.09.030

Reference yield:

N-tert-butyloxycarbonyl-L-tert-leucine (62965-35-9) → (2S)-2-({[(1R,2R)-2-aminocyclohexyl]carbamothioyl}amino)-N-benzyl-N,3,3-trimethylbutanamide (479423-21-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1-(3-dimethylamino)propyl)-3-ethyl-carbodiimide*HCl; 1-hydroxybenzotriazole; diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

2: aq. HCl / CH₂Cl₂; dioxane / 1.5 h / 20 °C

3: NaHCO₃ / CH₂Cl₂ / 0.5 h / 20 °C

4: 5.00 g / CH₂Cl₂ / 3 h / 20 °C

With hydrogenchloride; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane;

DOI:10.1002/adsc.200505230

Reference yield:

benzyl-methyl-amine (103-67-3) → (2S)-2-({[(1R,2R)-2-aminocyclohexyl]carbamothioyl}amino)-N-benzyl-N,3,3-trimethylbutanamide (479423-21-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1-(3-dimethylamino)propyl)-3-ethyl-carbodiimide*HCl; 1-hydroxybenzotriazole; diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

2: aq. HCl / CH₂Cl₂; dioxane / 1.5 h / 20 °C

3: NaHCO₃ / CH₂Cl₂ / 0.5 h / 20 °C

4: 5.00 g / CH₂Cl₂ / 3 h / 20 °C

With hydrogenchloride; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane;

DOI:10.1002/adsc.200505230

upstream raw materials:

(S)-N,N-benzylmethyl-2-isothiocyanato-3,3-dimethylbutyramide

(1R,2R)-1,2-diaminocyclohexane

(R,R)-1,2-diaminocyclohexane

tert-butyl (S)-1-(N-benzyl-N-methylcarbamoyl)-2,2-dimethylpropylcarbamate

Downstream raw materials:

C₂H₄O₂*C₂₃H₃₈N₄OS

Refernces

• 1、 Puglisi, Alessandra,Raimondi, Laura,Benaglia, Maurizio,Bonsignore, Martina,Rossi, Sergio. "Enantioselective catalytic addition of nitroesters to N-carboalkyloxy imines: a route to quaternary stereocenters". supporting information; experimental part. p. 4340 - 4342. Retrieved 2009/10/26.
• 2、 Raheem, Izzat T.,Jacobsen, Eric N.. "Highly enantioselective aza-Baylis-Hillman reactions catalyzed by chiral thiourea derivatives". . p. 1701 - 1708. Retrieved 2007/10/03.