DL-1,2,3,4,7-penta-O-acetyl-(1,2/3,4)-1C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol

Base Information

Chemical Name:DL-1,2,3,4,7-penta-O-acetyl-(1,2/3,4)-1C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol
CAS No.:99773-37-2
Molecular Formula:C₁₇H₂₄O₁₀
Molecular Weight:388.372
Hs Code.:

Synonyms:DL-1,2,3,4,7-penta-O-acetyl-(1,2/3,4)-1C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol

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Chemical Property of DL-1,2,3,4,7-penta-O-acetyl-(1,2/3,4)-1C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol

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Technology Process of DL-1,2,3,4,7-penta-O-acetyl-(1,2/3,4)-1C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol

There total 10 articles about DL-1,2,3,4,7-penta-O-acetyl-(1,2/3,4)-1C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol 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: 44.0%

: 99773-33-8
DL-trans-1,2-diacetoxy-3-methylene-5-cyclohexene

: 99773-37-2
DL-1,2,3,4,7-penta-O-acetyl-(1,2/3,4)-1C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol

: 99773-34-9,99827-92-6
Acetic acid (3S,4R,5S)-5-acetoxy-1-oxa-spiro[2.5]oct-6-en-4-yl ester

: 99773-34-9,99827-92-6
DL-2,3-di-O-acetyl-1,7-anhydro-(1,2/3)-1-C-hydroxymethyl-4-cyclohexene-1,2,3-triol

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane; at 0 - 5 ℃; for 20h; pH 8;
DOI:10.1246/bcsj.59.819

Reference yield:

: 74766-78-2,96291-86-0,115225-42-8
3,4-di-O-acetyl-1,5-anhydro-6-bromo-2,6-dideoxy-5a-carba-DL-arabino-hex-1-enitol

: 99773-37-2
DL-1,2,3,4,7-penta-O-acetyl-(1,2/3,4)-1C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 9 steps

1: 83 percent / ethanol-HCl

2: mCPBA / CH₂Cl₂

3: pyridine

4: AgF, pyridine

5: 1.) LiAlH₄; 2.) pyridine / 1.) THF

6: 90 percent / mCPBA / CH₂Cl₂

7: CH₃CO₂Na / H₂O; 2-methoxy-ethanol

8: pyridine

9: 66 percent / 4-dimethylaminopyridine (DMAP), pyridine

With pyridine; dmap; lithium aluminium tetrahydride; sodium acetate; silver fluoride; ethanol hydrochloride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 2-methoxy-ethanol; water;
DOI:10.1246/cl.1985.719

Reference yield:

: (1R,2R,3S,4R,6S)-4-Bromomethyl-7-oxa-bicyclo[4.1.0]heptane-2,3-diol

: 99773-37-2
DL-1,2,3,4,7-penta-O-acetyl-(1,2/3,4)-1C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine

2: AgF, pyridine

3: 1.) LiAlH₄; 2.) pyridine / 1.) THF

4: 90 percent / mCPBA / CH₂Cl₂

5: CH₃CO₂Na / H₂O; 2-methoxy-ethanol

6: pyridine

7: 66 percent / 4-dimethylaminopyridine (DMAP), pyridine

With pyridine; dmap; lithium aluminium tetrahydride; sodium acetate; silver fluoride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 2-methoxy-ethanol; water;
DOI:10.1246/cl.1985.719