1-benzyloxy-10-methoxy-8-methyl-12-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-6H-benzonaphtho<1,2-b>pyran-6-one

Base Information

Chemical Name:1-benzyloxy-10-methoxy-8-methyl-12-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-6H-benzonaphtho<1,2-b>pyran-6-one
CAS No.:157849-03-1
Molecular Formula:C₅₃H₄₈O₉
Molecular Weight:828.959
Hs Code.:

1-benzyloxy-10-methoxy-8-methyl-12-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-6H-benzo<d>naphtho<1,2-b>pyran-6-one

Synonyms:1-benzyloxy-10-methoxy-8-methyl-12-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-6H-benzonaphtho<1,2-b>pyran-6-one

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Chemical Property of 1-benzyloxy-10-methoxy-8-methyl-12-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-6H-benzonaphtho<1,2-b>pyran-6-one

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Technology Process of 1-benzyloxy-10-methoxy-8-methyl-12-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-6H-benzonaphtho<1,2-b>pyran-6-one

There total 9 articles about 1-benzyloxy-10-methoxy-8-methyl-12-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-6H-benzonaphtho<1,2-b>pyran-6-one 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: 58.0%

: 157849-02-0
5-benzyloxy-4-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-1-naphthyl-3-methoxy-5-methyl-2-(trifluoromethanesulfonyloxy)benzoate

: 157849-03-1
1-benzyloxy-10-methoxy-8-methyl-12-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-6H-benzonaphtho<1,2-b>pyran-6-one

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium pivalate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 80 ℃; for 6h;
DOI:10.1016/S0040-4039(00)60738-4

Reference yield:

: 71119-08-9
2-bromo-6-methoxy-4-methylphenol

: 157849-03-1
1-benzyloxy-10-methoxy-8-methyl-12-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-6H-benzonaphtho<1,2-b>pyran-6-one

Guidance literature:: Multi-step reaction with 5 steps

1: 63.5 percent / Pd(OAc)2, 1,1'-bis(diphenylphosphino)ferrocene, n-Bu₃N / dimethylformamide / 17 h / 100 °C

2: 98.6 percent / DMAP / CH₂Cl₂; pyridine / 1 h / Ambient temperature

3: 72.5 percent / concd. HCl / dioxane / 60 h / Heating

4: 99.9 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, DMAP / diethyl ether / 10 h / Ambient temperature

5: 57.9 percent / (Ph₃P)2PdCl₂, i-Pr₂NEt, sodium pivalate / N,N-dimethyl-acetamide / 6 h / 80 °C

With hydrogenchloride; dmap; bis-triphenylphosphine-palladium(II) chloride; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; tributyl-amine; sodium pivalate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; pyridine; diethyl ether; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
DOI:10.3987/com-95-s55

Reference yield:

: 104506-17-4
4-Acetoxy-8-benzyloxy-1-hydroxynaphthalene

: 157849-03-1
1-benzyloxy-10-methoxy-8-methyl-12-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-6H-benzonaphtho<1,2-b>pyran-6-one

Guidance literature:: Multi-step reaction with 4 steps

1: 61.6 percent / molecular sieves 4A, Cp₂HfCl₂, AgClO₄, 2,6-di-t-butyl-4-methylpyridine / fluorobenzene / 1 h / -20 °C

2: 95.7 percent / 0.25 N aq. NaOH / dioxane; methanol / 0.08 h / 0 °C

3: 99.9 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, DMAP / diethyl ether / 10 h / Ambient temperature

4: 57.9 percent / (Ph₃P)2PdCl₂, i-Pr₂NEt, sodium pivalate / N,N-dimethyl-acetamide / 6 h / 80 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; 2,6-di-tert-butyl-4-methylpyridine; bis(cyclopentadienyl)hafnium dichloride; 4 A molecular sieve; silver perchlorate; sodium pivalate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; fluorobenzene; diethyl ether; N,N-dimethyl acetamide;
DOI:10.3987/com-95-s55