(1S,2S)-2-(Diphenylphosphino)cyclohexanamine

Base Information

• Chemical Name: (1S,2S)-2-(Diphenylphosphino)cyclohexanamine
• CAS No.: 452304-63-1
• Molecular Formula: C18H22NP
• Molecular Weight: 283.353
• European Community (EC) Number: 687-064-9
• DSSTox Substance ID: DTXSID80457457
• Wikidata: Q72473460
• Mol file: 452304-63-1.mol

Synonyms:(1S,2S)-2-(Diphenylphosphino)cyclohexanamine;452304-63-1;(1S,2S)-2-diphenylphosphanylcyclohexan-1-amine;(1S,2S)-2-(Diphenylphosphino)cyclohexylamine;SCHEMBL15124175;DTXSID80457457;CTA30463;MFCD16876055;CS-W010035;F20619;A872409;(1S,2S)-2-(Diphenylphosphanyl)cyclohexan-1-amine;(1S,2S)-2-(Diphenylphosphino)-1-aminocyclohexane;(1S,2S)-2-(Diphenylphosphino)cyclohexylamine, 95%;(1S,2S)-2-(Diphenylphosphino)-1-aminocyclohexane,min. 97%

Chemical Property of (1S,2S)-2-(Diphenylphosphino)cyclohexanamine

Chemical Property:

• Melting Point: 51-56°C
• Boiling Point: 402.9±38.0 °C(Predicted)
• PKA: 9.87±0.70(Predicted)
• Flash Point: >110℃
• PSA: 39.61000
• LogP: 4.08950
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: air sensitive
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 283.148986704
• Heavy Atom Count: 20
• Complexity: 263

Purity/Quality:

97% ^*data from raw suppliers

(1S,2S)-2-(Diphenylphosphino)-1-aminocyclohexane, min. 97% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C(C1)N)P(C2=CC=CC=C2)C3=CC=CC=C3
• Isomeric SMILES: C1CC[C@@H]([C@H](C1)N)P(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of (1S,2S)-2-(Diphenylphosphino)cyclohexanamine

There total 6 articles about (1S,2S)-2-(Diphenylphosphino)cyclohexanamine 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%

trans-1-amino-2-(diphenylphosphino)cyclohexane → (1R,2R)-2-amino-1-(diphenylphosphino)-cyclohexane (452304-59-5) + (1S,2S)-2-(diphenylphosphaneyl)cyclohexan-1-amine (452304-63-1)

Guidance literature:

trans-1-amino-2-(diphenylphosphino)cyclohexane; With D-tartaric acid; In water; at 80 ℃;

With sodium hydroxide; Further stages.;

DOI:10.1021/ol026249y

Reference yield:

trans-1-amino-2-(diphenylphosphino)cyclohexane → (1S,2S)-2-(diphenylphosphaneyl)cyclohexan-1-amine (452304-63-1)

Guidance literature:

trans-1-amino-2-(diphenylphosphino)cyclohexane; at 95 ℃;

With L-Tartaric acid; at 95 ℃; Further stages.;

DOI:10.1021/ja801344w

Reference yield:

7-azabicyclo[4.1.0]heptane (286-18-0) → (1S,2S)-2-(diphenylphosphaneyl)cyclohexan-1-amine (452304-63-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 50 percent / trifluoromethanesulfonic acid / CH₂Cl₂ / 24 h / 20 °C

2.1: (D)-tartaric acid / H₂O / 80 °C

2.2: 21 percent / aq. NaOH

With D-tartaric acid; trifluorormethanesulfonic acid; In dichloromethane; water;

DOI:10.1021/ol026249y

upstream raw materials:

7-azabicyclo[4.1.0]heptane

cyclohexane-1,2-epoxide

diphenylphosphane

Downstream raw materials:

C₅₁H₅₄N₃OPS

(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(3-((1S,2S)-2-(diphenylphosphino)cyclohexyl)thioureido)-tetrahydro-2H-pyran-3,4,5-triyl triacetate

(2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-(3-((1S,2S)-2-(diphenylphosphino)cyclohexyl)thioureido)-tetrahydro-2H-pyran-3,4,5-triyl triacetate

(2R,3R,4S,5S,6S)-2-(acetoxymethyl)-6-(3-((1S,2S)-2-(diphenylphosphino)cyclohexyl)thioureido)-tetrahydro-2H-pyran-3,4,5-triyl triacetate