(1R,2S)-2-aminocyclohexanol hydrochloride

Base Information

• Chemical Name: (1R,2S)-2-aminocyclohexanol hydrochloride
• CAS No.: 6936-47-6
• Molecular Formula: C₆H₁₃NO*ClH
• Molecular Weight: 151.636
• Hs Code.: 29221990
• European Community (EC) Number: 803-113-0,804-966-1
• Mol file: 6936-47-6.mol

Synonyms:(1R,2S)-2-aminocyclohexanol hydrochloride;190792-72-4;cis-2-Aminocyclohexanol hydrochloride;6936-47-6;(1R,2S)-2-aminocyclohexan-1-ol hydrochloride;Cis (1R,2S)-2-amino-cyclohexanol hydrochloride;(1R,2S)-2-AMINOCYCLOHEXANOL HCL;Cyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2S)-;(1R,2S)-2-aminocyclohexan-1-ol;hydrochloride;CIS-2-AMINOCYCLOHEXANOL HCL;(1R,2S)-2-Aminocyclohexanol, HCl;MFCD11618002;Cyclohexanol, 2-amino-, hydrochloride, cis-;cis-2-Amino-cyclohexanol hydrochloride;(1R,2S)-2-Aminocyclohexanolhydrochloride;SCHEMBL939033;LKKCSUHCVGCGFA-RIHPBJNCSA-N;MFCD00143981;AKOS015849279;AKOS015899612;cis,2-amino-cyclohexanol hydrochloride;AC-6141;AM62786;CS-W008152;DS-4377;(cis)-2-aminocyclohexanol hydrochloride;A9175;A51241;EN300-119083;A847410;cis-2-Aminocyclohexanol hydrochloride, AldrichCPR;rel-(1R,2S)-2-aminocyclohexan-1-ol hydrochloride;(1R,2S)-cis-2-Aminocyclohexanol hydrochloride, >=97% (GC);S-2-amino-1,1,3-triphenylpropan-1-ol

Chemical Property of (1R,2S)-2-aminocyclohexanol hydrochloride

Chemical Property:

• Appearance/Colour: white to slightly beige crystalline powder
• Vapor Pressure: 0.0773mmHg at 25°C
• Melting Point: 186-190 °C
• Boiling Point: 201.1°C at 760 mmHg
• Flash Point: 75.4°C
• PSA: 46.25000
• Density: 1.037 g/cm3
• LogP: 1.75090
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 151.0763918
• Heavy Atom Count: 9
• Complexity: 74.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 37/39-26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)N)O.Cl
• Isomeric SMILES: C1CC[C@H]([C@H](C1)N)O.Cl

Technology Process of (1R,2S)-2-aminocyclohexanol hydrochloride

There total 14 articles about (1R,2S)-2-aminocyclohexanol hydrochloride 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:

C₂₂H₃₀N₄O₆

C₂₂H₃₀N₄O₆

cis-β-Hydroxycyclohexyl-trimethylammonium-iodid

Refernces

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