1-(benzyloxy)-10,12-dimethoxy-8-methyl-4-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl)-6H-benzonaphtho<1,2-b>pyran-6-one

Base Information

Chemical Name:1-(benzyloxy)-10,12-dimethoxy-8-methyl-4-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl)-6H-benzonaphtho<1,2-b>pyran-6-one
CAS No.:155351-67-0
Molecular Formula:C₅₄H₅₀O₉
Molecular Weight:842.986
Hs Code.:

1-(benzyloxy)-10,12-dimethoxy-8-methyl-4-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl)-6H-benzo<d>naphtho<1,2-b>pyran-6-one

Synonyms:1-(benzyloxy)-10,12-dimethoxy-8-methyl-4-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl)-6H-benzonaphtho<1,2-b>pyran-6-one

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Chemical Property of 1-(benzyloxy)-10,12-dimethoxy-8-methyl-4-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl)-6H-benzonaphtho<1,2-b>pyran-6-one

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Technology Process of 1-(benzyloxy)-10,12-dimethoxy-8-methyl-4-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl)-6H-benzonaphtho<1,2-b>pyran-6-one

There total 4 articles about 1-(benzyloxy)-10,12-dimethoxy-8-methyl-4-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl)-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: 89.3%

: 5-(benzyloxy)-4-methoxy-8-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl)-1-naphthyl 2-iodo-3-methoxy-5-methylbenzoate

: 155351-67-0
1-(benzyloxy)-10,12-dimethoxy-8-methyl-4-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl)-6H-benzonaphtho<1,2-b>pyran-6-one

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium acetate; In N,N-dimethyl acetamide; at 125 ℃; for 5h;
DOI:10.1021/ja00082a023

Reference yield:

: 133344-02-2
2-iodo-3-methoxy-5-methylbenzoic acid

: 155351-67-0
1-(benzyloxy)-10,12-dimethoxy-8-methyl-4-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl)-6H-benzonaphtho<1,2-b>pyran-6-one

Guidance literature:: Multi-step reaction with 3 steps

1: (COCl)2, DMF / CH₂Cl₂ / 1 h / Ambient temperature

2: 91.3 percent / i-Pr₂NEt, DMAP / tetrahydrofuran / 2 h / Ambient temperature

3: 89.3 percent / (Ph₃P)2PdCl₂, NaOAc / N,N-dimethyl-acetamide / 5 h / 125 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; oxalyl dichloride; sodium acetate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;
DOI:10.1021/ja00082a023

Reference yield:

: 119650-45-2
(2-iodo-3-methoxy-5-methylphenyl)methanol

: 155351-67-0
1-(benzyloxy)-10,12-dimethoxy-8-methyl-4-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl)-6H-benzonaphtho<1,2-b>pyran-6-one

Guidance literature:: Multi-step reaction with 4 steps

1: 90.6 percent / n-Bu₄NMnO₄ / pyridine / 13.5 h / Ambient temperature

2: (COCl)2, DMF / CH₂Cl₂ / 1 h / Ambient temperature

3: 91.3 percent / i-Pr₂NEt, DMAP / tetrahydrofuran / 2 h / Ambient temperature

4: 89.3 percent / (Ph₃P)2PdCl₂, NaOAc / N,N-dimethyl-acetamide / 5 h / 125 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; oxalyl dichloride; tetra-n-butylammonium permanganate; sodium acetate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl acetamide;
DOI:10.1021/ja00082a023