D-Allono-1,4-lactone

Base Information

• Chemical Name: D-Allono-1,4-lactone
• CAS No.: 29474-78-0
• Molecular Formula: C6H10O6
• Molecular Weight: 178.142
• Mol file: 29474-78-0.mol

Synonyms:D-Allono-1,4-lactone

Chemical Property of D-Allono-1,4-lactone

Chemical Property:

• PSA: 107.22000
• LogP: -3.01320

Purity/Quality:

D-Allono-1,4-lactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: D-Allono-1,4-lactone was used in the synthesis of L-ascorbic acid (A786990), a physiological antioxidant.

Technology Process of D-Allono-1,4-lactone

There total 6 articles about D-Allono-1,4-lactone 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: 90.0%

mannitol (69-65-8) → γ lactone of dl-mannonic acid (1128-23-0,1128-24-1,1198-69-2,1668-08-2,2426-46-2,2782-07-2,3158-30-3,3327-64-8,6322-07-2,10238-03-6,10366-82-2,18404-70-1,22430-23-5,23666-11-7,26301-79-1,29474-78-0,74464-44-1,78184-43-7,83602-36-2,119008-75-2,127997-10-8)

Guidance literature:

With 1-Phenylbut-1-en-3-one; rhodium hydrido (PEt₃)3 complex; In N,N-dimethyl-formamide; at 60 - 80 ℃;

DOI:10.1055/s-1998-1705

Reference yield: 60.0%

D-galactitol (608-66-2) → galactonic acid-4-lactone (1128-23-0,1128-24-1,1198-69-2,1668-08-2,2426-46-2,2782-07-2,3158-30-3,3327-64-8,6322-07-2,10238-03-6,10366-82-2,18404-70-1,22430-23-5,23666-11-7,26301-79-1,29474-78-0,74464-44-1,78184-43-7,83602-36-2,119008-75-2,127997-10-8)

Guidance literature:

With 1-Phenylbut-1-en-3-one; rhodium hydrido (PEt₃)3 complex; In N,N-dimethyl-formamide; Heating;

DOI:10.1055/s-1998-1705

Reference yield: 52.0%

D-galactose N,N'-diphenylformazan (19242-59-2,26754-43-8,26754-44-9,30694-33-8,30694-35-0,30694-36-1,58174-97-3) → D-galactono-1,4-lactone (1128-23-0,1128-24-1,1198-69-2,1668-08-2,2426-46-2,2782-07-2,3158-30-3,3327-64-8,6322-07-2,10238-03-6,10366-82-2,18404-70-1,22430-23-5,23666-11-7,26301-79-1,29474-78-0,74464-44-1,78184-43-7,83602-36-2,119008-75-2,127997-10-8)

Guidance literature:

With trifluoroacetic acid; In methanol; acetone; for 120h; Ambient temperature;

DOI:10.1016/0008-6215(94)90007-8

upstream raw materials:

alginic acid

mannitol

galactonic acid

D-galactitol

Downstream raw materials:

(3S,4R,6S)-3,4-O-isopropylidene-6-(3,5-dinitrobenzoyloxymethyl)tetrahydro-2H-pyran-3,4-diol

(3S,4R,6S)-3,4-O-isopropylidene-6-(tosyloxymethyl)tetrahydro-2H-pyran-3,4-diol

N-benzyl-1,4-dideoxy-2,3:5,6-di-O-isopropylidene-1,4-imino-D-allitol

N-benzyl-1,4-dideoxy-5,6-O-isopropylidene-1,4-imino-D-allitol

Refernces

• 1、 Isaac,Aizel,Stasik,Wadouachi,Beaupère. "A new efficient access to glycono-1,4-lactones by oxidation of unprotected itols by catalytic hydrogen transfer with RhH(PPh3)4-benzalacetone system". . p. 475 - 476. Retrieved 2007/10/03.