(3S,4S)-4-Aminochroman-3-OL

Base Information

• Chemical Name: (3S,4S)-4-Aminochroman-3-OL
• CAS No.: 58810-67-6
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.192
• DSSTox Substance ID: DTXSID80433099
• Nikkaji Number: J1.411.715F
• Wikidata: Q82247225
• Mol file: 58810-67-6.mol

Synonyms:(3S,4S)-4-AMINOCHROMAN-3-OL;58810-67-6;trans-4-aminochroman-3-ol;138603-50-6;(3S,4S)-4-Amino-3,4-dihydro-2h-chromen-3-ol;cis-4-aminochroman-3-ol;4(S)-Aminochroman-3(S)-ol;SCHEMBL1237831;DTXSID80433099;2H-1-Benzopyran-3-ol, 4-amino-3,4-dihydro-, (3S,4S)-;(3S)-4beta-Aminochroman-3beta-ol;AKOS006372691;CS-0236524;EN300-1716884;Z3212210130;rac-(3R,4R)-4-amino-3,4-dihydro-2H-1-benzopyran-3-ol;(3S,4S)-4-Amino-3,4-dihydro-2H-chromen-3-ol, AldrichCPR

Chemical Property of (3S,4S)-4-Aminochroman-3-OL

Chemical Property:

• Melting Point: 112 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 300.7±42.0 °C(Predicted)
• PKA: 13.99±0.40(Predicted)
• PSA: 55.48000
• Density: 1.252±0.06 g/cm3(Predicted)
• LogP: 1.14000
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

95%, 99% ^*data from raw suppliers

trans-4-aminochroman-3-ol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C2=CC=CC=C2O1)N)O
• Isomeric SMILES: C1[C@H]([C@H](C2=CC=CC=C2O1)N)O

Technology Process of (3S,4S)-4-Aminochroman-3-OL

There total 22 articles about (3S,4S)-4-Aminochroman-3-OL 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:

4-chromanone α-hydroxyoxime (318463-61-5) → Cis-4-amino-chroman-3-ol (318463-64-8) + trans-4-amino-chroman-3-ol (58810-67-6,58810-68-7,138603-50-6) + cis-4-amino-3-chromanol (138603-50-6)

Guidance literature:

4-chromanone α-hydroxyoxime; With hydrogen bromide; hydrogen; palladium on activated charcoal; In methanol; at 0 - 5 ℃; for 12h; under 2068.59 Torr;

With (S)-Mandelic acid; In ethanol;

DOI:10.1016/S0040-4039(00)01404-0

Reference yield:

3-bromo-4-chromanol (28619-76-3,28894-65-7) → cis-4-amino-chroman-3-ol (58810-67-6,58810-68-7,138603-50-6)

Guidance literature:

3-bromo-4-chromanol; With sulfuric acid; acetonitrile; at 45 - 50 ℃; for 18h;

With water; for 5h; Heating / reflux;

With sodium hydroxide; In water; pH=12 - 13;

Reference yield:

4-chromanone α-hydroxyoxime (318463-61-5) → cis-4-amino-chroman-3-ol (58810-67-6,58810-68-7,138603-50-6) + trans-4-amino-chroman-3-ol (58810-67-6,58810-68-7,138603-50-6)

Guidance literature:

With hydrogen bromide; hydrogen; palladium on activated charcoal; In methanol; at 0 - 5 ℃; for 12h; under 2068.59 Torr;

DOI:10.1016/S0040-4039(00)01404-0

upstream raw materials:

4-chromanone α-hydroxyoxime

(+/-)-3-hydroxy-2,3-dihydro-4H-chromen-4-one

2,3-dihydro-4H-1-benzopyran-4-one

3-bromochroman-4-one

Downstream raw materials:

1-phenethyl-(4ar,10bt)-1,2,3,4a,5,10b-hexahydro-chromeno[3,4-b][1,4]oxazine

1-phenethyl-(4ar,10bc)-1,2,3,4a,5,10b-hexahydro-chromeno[3,4-b][1,4]oxazine

Refernces

• 1、 -. "Gamma-hydroxy-2-(fluoroalkylaminocarbonyl)-1-piperazinepentanamides and uses thereof". Page/Page column 83. . Retrieved 2010/01/31.
• 2、 Davies,Taylor,Marcoux,Matty,Wu,Hughes,Reider. "Stereoselective hydrogen bromide-promoted hydrogenation of an α-hydroxyoxime". . p. 8021 - 8025. Retrieved 2007/10/03.