lyxo-Hexonic acid, 3-amino-2,3,6-trideoxy-, gamma-lactone (9CI)

Base Information

• Chemical Name: lyxo-Hexonic acid, 3-amino-2,3,6-trideoxy-, gamma-lactone (9CI)
• CAS No.: 761362-01-0
• Molecular Formula: C₆H₁₁NO₃
• Molecular Weight: 145.158
• Mol file: 761362-01-0.mol

Synonyms:lyxo-Hexonic acid, 3-amino-2,3,6-trideoxy-, gamma-lactone (9CI)

Chemical Property of lyxo-Hexonic acid, 3-amino-2,3,6-trideoxy-, gamma-lactone (9CI)

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of lyxo-Hexonic acid, 3-amino-2,3,6-trideoxy-, gamma-lactone (9CI)

There total 8 articles about lyxo-Hexonic acid, 3-amino-2,3,6-trideoxy-, gamma-lactone (9CI) 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:

3-nitro-2,3,6-trideoxy-L-ribo-hexono-1,4-lactone (101904-33-0) → (4R,5R)-4-Amino-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one (761362-01-0,764595-36-0)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; for 24h; under 3000.2 Torr;

DOI:10.3891/acta.chem.scand.39b-0589

Reference yield:

(3S,4S,5R)-ribo-3-benzylamino-trideoxyaldonic acid γ-lactone (194229-45-3) → (4S,5S)-4-Amino-5-((R)-1-hydroxy-ethyl)-dihydro-furan-2-one (761362-01-0,764595-36-0)

Guidance literature:

With hydrogenchloride; hydrogen; palladium dihydroxide; at 20 ℃; under 760 Torr;

DOI:10.1016/S0957-4166(00)00395-5

Reference yield:

methyl (4S,5S)-(4,5)-epoxy-2(E)-hexenoate (67315-16-6) → (4S,5S)-4-Amino-5-((R)-1-hydroxy-ethyl)-dihydro-furan-2-one (761362-01-0,764595-36-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 32 percent / 48 h / 40 °C

2: 85 percent / CF₃SO₃H / CH₂Cl₂ / 4 h / -20 °C

3: H₂; 2 M aq. HCl / 20 percent Pd(OH)2/C / 20 °C / 760 Torr

With hydrogenchloride; trifluorormethanesulfonic acid; hydrogen; palladium dihydroxide; In dichloromethane; 1: Addition / 2: lactonization / 3: Hydrogenolysis;

DOI:10.1016/S0957-4166(00)00395-5

upstream raw materials:

[(4S,5R)-5-((R)-1-Hydroxy-ethyl)-2-trichloromethyl-4,5-dihydro-oxazol-4-yl]-acetic acid methyl ester

methyl (Z)-3-(N-trichloroacetamido)-4-hexanoate

(Z)-3-Amino-hex-4-enoic acid methyl ester; hydrochloride

(R)-3-((2S,3R)-3-Methyl-oxiranyl)-3-(2,2,2-trichloro-acetylamino)-propionic acid methyl ester

Downstream raw materials:

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

Refernces

• 1、 Roush, William R.,Straub, Julie A.,Brown, Richard J.. "Stereochemistry of the Epoxidations of Acyclic Allylic Amides. Applications toward the Synthesis of 2,3,6-Trideoxy-3-aminohexoses". . p. 5127 - 5136. Retrieved 2007/10/02.