(4S,5S)-2,2-Dimethyl-4-phenyl-1,3-dioxan-5-amine

Base Information

• Chemical Name: (4S,5S)-2,2-Dimethyl-4-phenyl-1,3-dioxan-5-amine
• CAS No.: 35019-66-0
• Molecular Formula: C12H17 N O2
• Molecular Weight: 207.272
• Hs Code.: 2932999099
• European Community (EC) Number: 252-319-1
• Nikkaji Number: J236.241D
• Mol file: 35019-66-0.mol

Synonyms:(4S,5S)-2,2-Dimethyl-4-phenyl-1,3-dioxan-5-amine;35019-66-0;EINECS 252-319-1;SCHEMBL4852895;(4S,5S)-(+)-5-Amino-2,2-dimethyl-4-phenyl-1,3-dioxane;4508-82-1;STR01530;STL570267;AKOS015891437;CS-0138563;E81731;2,2-Dimethyl-4-phenyl-1,3-dioxan-5-amine #;(1s,2s)-5-amino-2,2-dimethyl-4-phenyl-1,3-dioxane;(4S,5S)-5-Amino-2,2-dimethyl-4-phenyl-1,3-dioxane;(4S)-2,2-Dimethyl-4beta-phenyl-1,3-dioxane-5beta-amine;1,3-Dioxan-5-amine, 2,2-dimethyl-4-phenyl-, (4S-cis)-

Chemical Property of (4S,5S)-2,2-Dimethyl-4-phenyl-1,3-dioxan-5-amine

Chemical Property:

• Vapor Pressure: 0.000951mmHg at 25°C
• Boiling Point: 303.1°Cat760mmHg
• Flash Point: 149.5°C
• PSA: 44.48000
• Density: 1.043g/cm³
• LogP: 2.53820
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 207.125928785
• Heavy Atom Count: 15
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

(4S,5S)-2,2-Dimethyl-4-phenyl-1,3-dioxan-5-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC(C(O1)C2=CC=CC=C2)N)C
• Isomeric SMILES: CC1(OC[C@@H]([C@@H](O1)C2=CC=CC=C2)N)C

Technology Process of (4S,5S)-2,2-Dimethyl-4-phenyl-1,3-dioxan-5-amine

There total 8 articles about (4S,5S)-2,2-Dimethyl-4-phenyl-1,3-dioxan-5-amine 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: 89.0%

2-Methoxypropene (116-11-0) + (1S,2S)-2-amino-1-phenyl-1,3-diol (28143-91-1) → (4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-amine (35019-66-0)

Guidance literature:

(1S,2S)-2-amino-1-phenyl-1,3-diol; With Methyl formate; sodium methylate; In methanol; at 18 ℃; for 3.5h;

2-Methoxypropene; With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 18 ℃; for 2h;

With hydrazine hydrate; In water; for 2h; Reflux;

DOI:10.1002/asia.201403069

Reference yield: 87.0%

(4S,5S)-5-(formylamino)-2,2-dimethyl-4-phenyl-1,3-dioxane (102224-22-6) → (4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-amine (35019-66-0)

Guidance literature:

With hydrazine hydrate; In water; for 3h; Reflux;

DOI:10.1002/ejoc.200900252

Reference yield: 50.0%

((4R,5R)-2,2-Dimethyl-4-phenyl-[1,3]dioxan-5-yl)-(3-methyl-but-2-enyl)-amine → (+/-)-2,2-dimethyl-4r-phenyl-[1,3]dioxan-5c-ylamine (4508-82-1,35019-66-0,82863-88-5,147781-29-1)

Guidance literature:

((4R,5R)-2,2-Dimethyl-4-phenyl-[1,3]dioxan-5-yl)-(3-methyl-but-2-enyl)-amine; With 2,2'-azobis(isobutyronitrile); para-thiocresol; In benzene; for 4h; Heating;

With hydrogenchloride;

DOI:10.1039/b109781d

upstream raw materials:

(+/-)-2,2-dimethyl-4r-phenyl-[1,3]dioxan-5c-ylamine

(4S,5S)-5-(formylamino)-2,2-dimethyl-4-phenyl-1,3-dioxane

(1S,2S)-2-amino-1-phenyl-1,3-diol

(1S,2S)-2-formylamino-1-phenyl-1,3-propanediol

Downstream raw materials:

5-bromo-2,2-dimethyl-4-phenyl-[1,3]dioxane

(+/-)-dichloroacetic acid-(2,2-dimethyl-4r-phenyl-[1,3]dioxan-5c-ylamide)

(-)-(4R,5R)-5-amino-2,2-dimethyl-4-phenyl-1,3-dioxane

N'-(4S,5S)-(+)-5-amino-2-dimethyl-4-phenyl-1,3-dioxane-N,N-dimethylformamidine

Refernces

• 1、 Bulman Page, Philip C.,Buckley, Benjamin R.,Farah, Mohamed M.,John Blacker. "Binaphthalene-derived iminium salt catalysts for highly enantioselective asymmetrie epoxidation". experimental part. p. 3413 - 3426. Retrieved 2011/02/26.
• 2、 Bertrand, Michele P.,Escoubet, Stephanie,Gastaldi, Stephane,Timokhin, Vitaliy I.. "Tandem radical and non-radical reactions mediated with thiols - A new method of cleavage of allylic amines". . p. 216 - 217. Retrieved 2007/10/03.