(3S,4R,5S)-arabino-3-benzoylamino-2,3,6-trideoxyaldonic acid γ-lactone

Base Information

• Chemical Name: (3S,4R,5S)-arabino-3-benzoylamino-2,3,6-trideoxyaldonic acid γ-lactone
• CAS No.: 75712-56-0
• Molecular Formula: C₁₃H₁₅NO₄
• Molecular Weight: 249.266
• Mol file: 75712-56-0.mol

Synonyms:(3S,4R,5S)-arabino-3-benzoylamino-2,3,6-trideoxyaldonic acid γ-lactone

Chemical Property of (3S,4R,5S)-arabino-3-benzoylamino-2,3,6-trideoxyaldonic acid γ-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R,5S)-arabino-3-benzoylamino-2,3,6-trideoxyaldonic acid γ-lactone

There total 20 articles about (3S,4R,5S)-arabino-3-benzoylamino-2,3,6-trideoxyaldonic acid γ-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: 76.0%

(S)-3-Benzoylamino-3-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester (100568-97-6) → (3S,4R,5S)-arabino-3-benzoylamino-2,3,6-trideoxyaldonic acid γ-lactone (75712-56-0)

Guidance literature:

With acetic acid; In water; Heating;

Reference yield:

Methyl (+/-)-3-amino-4(E)-hexenoate hydrochloride (75812-85-0) → N-[(2S,3S)-2-(1-Hydroxy-ethyl)-5-oxo-tetrahydro-furan-3-yl]-benzamide (75712-55-9,75712-56-0,75812-87-2,75812-90-7,76512-86-2,82266-95-3,100423-97-0,100484-30-8,102147-71-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: trimethylamine N-oxide / osmium tetroxide

With trimethylamine-N-oxide; osmium(VIII) oxide; In pyridine;

DOI:10.1021/jo00314a066

Reference yield:

benzoyl chloride (98-88-4) → N-[(2S,3S)-2-(1-Hydroxy-ethyl)-5-oxo-tetrahydro-furan-3-yl]-benzamide (75712-55-9,75712-56-0,75812-87-2,75812-90-7,76512-86-2,82266-95-3,100423-97-0,100484-30-8,102147-71-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: trimethylamine N-oxide / osmium tetroxide

With trimethylamine-N-oxide; osmium(VIII) oxide; In pyridine;

DOI:10.1021/jo00314a066

upstream raw materials:

Methyl (+/-)-3-benzamido-4(E)-hexenoate

Methyl (+/-)-3-amino-4(E)-hexenoate hydrochloride

benzoyl chloride

((4R,5R,6S)-6-Methyl-2-oxo-5-triethylsilanyloxy-[1,3]oxazinan-4-yl)-acetic acid ethyl ester

Downstream raw materials:

(3S,4S,5S)-3-benzamido-4-hydroxy-5-hexanolide

3-benzoylamino-2,3,6-trideoxyhexono-L-arabino-δ-lactone

N-benzoyl-D,L-ristosamine

Acetic acid 1-((2S,3R)-3-benzoylamino-5-oxo-tetrahydro-furan-2-yl)-ethyl ester