L-lyxo-Hexonic acid, 2,6-dideoxy-, delta-lactone (9CI)

Base Information

• Chemical Name: L-lyxo-Hexonic acid, 2,6-dideoxy-, delta-lactone (9CI)
• CAS No.: 476468-28-7
• Molecular Formula: C₆H₁₀O₄
• Molecular Weight: 146.143
• Mol file: 476468-28-7.mol

Synonyms:L-lyxo-Hexonic acid, 2,6-dideoxy-, delta-lactone (9CI)

Chemical Property of L-lyxo-Hexonic acid, 2,6-dideoxy-, delta-lactone (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-lyxo-Hexonic acid, 2,6-dideoxy-, delta-lactone (9CI)

There total 9 articles about L-lyxo-Hexonic acid, 2,6-dideoxy-, delta-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: 91.0%

3,4-O-isopropylidene-2,6-dideoxy-L-lyxo-hexopyrano-1,5-lactone (305378-69-2) → 4(S),5(S)-dihydroxy-6(S)-methyl-tetrahydro-pyran-2-one (476468-28-7,476468-30-1)

Guidance literature:

With hydrogenchloride; In methanol; at 50 ℃; for 18h;

DOI:10.1016/j.tetlet.2007.12.043

Reference yield:

(S)-3,6-dihydro-6-methyl-2H-pyran-2-one (93338-33-1) → 4(R),5(R)-dihydroxy-6(S)-methyl-tetrahydro-pyran-2-one (476468-27-6,476468-30-1) + 4(S),5(S)-dihydroxy-6(S)-methyl-tetrahydro-pyran-2-one (476468-28-7,476468-30-1)

Guidance literature:

With potassium dihydrogenphosphate; Hydroquinone 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); In water; tert-butyl alcohol; pH=10.1;

DOI:10.1021/ol026710m

Reference yield:

(S)-but-3-enoic acid 1-methyl-allyl ester (476468-21-0) → 4(S),5(S)-dihydroxy-6(S)-methyl-tetrahydro-pyran-2-one (476468-28-7,476468-30-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / Ti(OiPr)4 / RuCl₂(=CHPh)(PCy₃)(1,3-Mes-2-imidazolidin-2-yl) / 7.5 h / Heating

2: (DHQ)2PHAL; K₃Fe(CN)6; KH₂PO₄ / K₂OsO₂(OH)4 / H₂O; 2-methyl-propan-2-ol / pH 10.1

With titanium(IV) isopropylate; potassium dihydrogenphosphate; Hydroquinone 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); In water; tert-butyl alcohol; 2: Sharpless dihydroxylation;

DOI:10.1021/ol026710m

upstream raw materials:

(S)-3,6-dihydro-6-methyl-2H-pyran-2-one

C₆H₈O₄

(5R,6S)-5,6-dihydro-5-hydroxy-6-methylpyran-2-one

(2S,3S)-5-acetoxy-6-methyl-5,6-dihydropyran-2-one

Downstream raw materials:

3-O-benzyl-2,6-dideoxy-L-lyxo-hexopyrano-1,5-lactone

Refernces

• 1、 Zhang, Guisheng,Shi, Lei,Liu, Qingfeng,Wang, Jingmei,Li, Lu,Liu, Xiaobing. "A divergent strategy for constructing a sugar library containing 2,6-dideoxy sugars and uncommon sugars with 4-substitution". . p. 9705 - 9711. Retrieved 2008/02/12.