(1S,2S)-2-AMINOCYCLOHEXANOL

Base Information

• Chemical Name: (1S,2S)-2-AMINOCYCLOHEXANOL
• CAS No.: 89584-01-0
• Molecular Formula: C₆H₁₃NO*ClH
• Molecular Weight: 151.636
• Hs Code.: 2922199090
• Mol file: 89584-01-0.mol

Synonyms:Cyclohexanol,2-amino-, hydrochloride (6CI,7CI,9CI); 2-Aminocyclohexanol hydrochloride;2-Hydroxycyclohexylamine hydrochloride; rac-2-Amino-1-cyclohexanolhydrochloride

Chemical Property of (1S,2S)-2-AMINOCYCLOHEXANOL

Chemical Property:

• Melting Point: 188-189℃
• PSA: 46.25000
• LogP: 1.75090
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99%min ^*data from raw suppliers

2-Aminocyclohexanolhydrochloride 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,2S)-2-AMINOCYCLOHEXANOL

There total 14 articles about (1S,2S)-2-AMINOCYCLOHEXANOL 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: 82.0%

N-(cis-2-hydroxycyclohexyl)benzamide (5450-83-9,23551-93-1,33092-84-1,64757-25-1,116429-77-7) → trans-2-hydroxycyclohexylamine hydrochloride (5456-63-3,6936-47-6,13374-30-6,13374-31-7,33092-83-0,38898-68-9,89584-01-0)

Guidance literature:

With hydrogenchloride; In methanol; water; for 24h; Heating;

Reference yield: 73.0%

1,2-cis-(1,3-dihydroisobenzofuran-1-ylideneamino)cyclohexanol (106729-83-3,123132-96-7) → trans-2-hydroxycyclohexylamine hydrochloride (5456-63-3,6936-47-6,13374-30-6,13374-31-7,33092-83-0,38898-68-9,89584-01-0)

Guidance literature:

With hydrogenchloride; In methanol; for 0.5h; Heating;

Reference yield:

(R)-2-cyclohexen-1-ol (3413-44-3) → trans-2-hydroxycyclohexylamine hydrochloride (5456-63-3,6936-47-6,13374-30-6,13374-31-7,33092-83-0,38898-68-9,89584-01-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 93 percent / DEAD, PPh₃ / tetrahydrofuran / 0 deg C, RT, 15 min

2: NBS, propylene oxide / CHCl₃ / 1 h / Ambient temperature

3: 85 percent / hydrochloric acid / methanol; H₂O / 0.5 h / Ambient temperature

4: 96 percent / Bu₃SnH / AIBN / methanol; toluene / 1 h / Heating

5: 94 percent / sodium / methanol / 0.5 h / Ambient temperature

6: 82 percent / 6M-HCl / methanol; H₂O / 24 h / Heating

With hydrogenchloride; N-Bromosuccinimide; tri-n-butyl-tin hydride; sodium; triphenylphosphine; methyloxirane; diethylazodicarboxylate; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; methanol; chloroform; water; toluene;

upstream raw materials:

N-(cis-2-hydroxycyclohexyl)benzamide

cis-2-benzamidocyclohexyl benzoate

1,2-cis-(1,3-dihydroisobenzofuran-1-ylideneamino)cyclohexanol

(1S,2R)-2-[3H-Isobenzofuran-(1Z)-ylideneamino]-cyclohexanol

Downstream raw materials:

cis-β-Hydroxycyclohexyl-trimethylammonium-iodid

C₂₂H₃₀N₄O₆

C₂₂H₃₀N₄O₆

Refernces

• 1、 Sammes, Peter G.,Thetford, Dean. "SYNTHESIS OF (L)-DAUNOSAMINE AND RELATED AMINO SUGARS". . p. 111 - 124. Retrieved 2007/10/02.