Validoxylamine A

Base Information

• Chemical Name: Validoxylamine A
• CAS No.: 38665-10-0
• Molecular Formula: C14H25NO8
• Molecular Weight: 335.354
• Mol file: 38665-10-0.mol

Synonyms:VALDIDAMYCIN;Validoxylamin A;VALIDACIN;jiangonmycin;VALIDAMYCIN A;validomycin A;MYCIN;valimon;Validacin[R];(+)-validoxylamine A;SOLACOL;

Chemical Property of Validoxylamine A

Chemical Property:

• Vapor Pressure: 4.92E-17mmHg at 25°C
• Boiling Point: 602.6°C at 760 mmHg
• Flash Point: 222.6°C
• PSA: 173.87000
• Density: 1.61g/cm³
• LogP: -4.18600

Purity/Quality:

99% ^*data from raw suppliers

ValidoxylamineA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Validoxylamine A is a derivative of Validamycin A (V943430), a fungicide and is also potential antibiotic agent.

Technology Process of Validoxylamine A

There total 23 articles about Validoxylamine A 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: 100.0%

N-<(1SR)-(1,4,6/5)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexenyl>-(1RS)-(1,2,4/3,5,6)-2,3,4,6-tetrahydroxy-5-(hydroxymethyl)cyclohexylamine nonaacetate (81692-23-1,81739-21-1,114819-00-0) → DL-validoxylamine A (38665-10-0,79549-82-9,79549-83-0,82309-75-9,82309-79-3,82309-82-8,84622-04-8,84622-05-9)

Guidance literature:

With hydrogenchloride; for 0.833333h; Heating;

DOI:10.1021/jo00188a016

Reference yield: 100.0%

N-<(1SR)-(1,4,6/5)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexenyl>-(1SR)-(1,2,4/3,5,6)-2,3,4,6-tetrahydroxy-5-(hydroxymethyl)cyclohexylamine nonaacetate (81692-23-1,81739-21-1,114819-00-0) → DL-validoxylamine A (38665-10-0,79549-82-9,79549-83-0,82309-75-9,82309-79-3,82309-82-8,84622-04-8,84622-05-9)

Guidance literature:

With hydrogenchloride; for 0.833333h; Heating;

DOI:10.1021/jo00188a016

Reference yield:

Validoxamine A Octaacetate (79527-24-5,79549-81-8,82309-78-2,82309-81-7,84622-06-0,84622-07-1,91464-89-0) → DL-validoxylamine A (38665-10-0,79549-82-9,79549-83-0,82309-75-9,82309-79-3,82309-82-8,84622-04-8,84622-05-9)

Guidance literature:

With hydrogenchloride; at 90 ℃; for 4h;

DOI:10.1246/cl.1982.749

upstream raw materials:

2,3,4',5',6',7'-hexa-O-benzyl-4,7-O-benzylidene-6-p-toluenesulphenylvalidoxylamine A

validamycin A

1D-(1,3,6/2)-6-amino-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene

(1S,2R,5R,7R,8S,10S)-8,9-dibenzyloxy-11-<(1S)-(1,4,6/5)-4,5,6-tribenzyloxy-3-benzyloxymethylcyclohex-2enyl>-5-phenyl-4,6-dioxa-11-azatricyclo<8.1.0.0.^2,7>undecane

Downstream raw materials:

(1S)-(+)-(1,2,4/3,5)-1-acetamido-2,3,4-triacetoxy-5-acetoxymethylcyclohexane

(4R,5R)-2,4-diacetoxy-5-acetoxymethylcyclohex-2-en-1-one

(1L)-(1,3,4/2)-4-acetamido-1,2,3-tri-O-acetyl-4-[(acetoxy)methyl]cyclohex-5-ene-1,2,3-triol

(2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexanone

Refernces

• 1、 Asamizu, Shumpei,Yang, Jongtae,Almabruk, Khaled H.,Mahmud, Taifo. "Pseudoglycosyltransferase catalyzes nonglycosidic C-N coupling in validamycin a biosynthesis". scheme or table. p. 12124 - 12135. Retrieved 2011/10/09.
• 2、 Miyamoto, Yasunobu,Ogawa, Seiichiro. "Synthetic studies on antibiotic validamycins. Part 13. Total synthesis of (+)-validamycins A and E, and related compounds". . p. 1013 - 1018. Retrieved 2007/10/02.