1-acetoxy-5-benzyloxy-4-methoxy-3-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)naphthalene

Base Information

Chemical Name:1-acetoxy-5-benzyloxy-4-methoxy-3-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)naphthalene
CAS No.:175165-90-9
Molecular Formula:C₄₇H₄₆O₈
Molecular Weight:738.877
Hs Code.:

Synonyms:1-acetoxy-5-benzyloxy-4-methoxy-3-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)naphthalene

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Chemical Property of 1-acetoxy-5-benzyloxy-4-methoxy-3-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)naphthalene

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Technology Process of 1-acetoxy-5-benzyloxy-4-methoxy-3-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)naphthalene

There total 4 articles about 1-acetoxy-5-benzyloxy-4-methoxy-3-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)naphthalene 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: 77.3%

: 77-78-1
dimethyl sulfate

: 157848-99-2
4-acetoxy-8-benzyloxy-2-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-1-naphthol

: 175165-90-9
1-acetoxy-5-benzyloxy-4-methoxy-3-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)naphthalene

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 22 ℃; for 2h;
DOI:10.3987/com-95-s55

Reference yield:

: 210426-02-1
2,3,4-tri-O-benzyl-L-rhamnopyranose

: 175165-90-9
1-acetoxy-5-benzyloxy-4-methoxy-3-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)naphthalene

Guidance literature:: Multi-step reaction with 3 steps

1: 84.6 percent / 68percent (HF)x*pyr / CH₂Cl₂ / 4 h / -20 °C

2: 29.4 percent / molecular sieves 4A, Cp₂HfCl₂, AgClO₄, 2,6-di-t-butyl-4-methylpyridine / fluorobenzene / 1 h / -20 °C

3: 77.3 percent / NaH / tetrahydrofuran / 2 h / 0 - 22 °C

With 2,6-di-tert-butyl-4-methylpyridine; bis(cyclopentadienyl)hafnium dichloride; (HF)x*pyr; 4 A molecular sieve; silver perchlorate; sodium hydride; In tetrahydrofuran; fluorobenzene; dichloromethane;
DOI:10.3987/com-95-s55

Reference yield:

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

: 175165-90-9
1-acetoxy-5-benzyloxy-4-methoxy-3-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)naphthalene

Guidance literature:: Multi-step reaction with 2 steps

1: 29.4 percent / molecular sieves 4A, Cp₂HfCl₂, AgClO₄, 2,6-di-t-butyl-4-methylpyridine / fluorobenzene / 1 h / -20 °C

2: 77.3 percent / NaH / tetrahydrofuran / 2 h / 0 - 22 °C

With 2,6-di-tert-butyl-4-methylpyridine; bis(cyclopentadienyl)hafnium dichloride; 4 A molecular sieve; silver perchlorate; sodium hydride; In tetrahydrofuran; fluorobenzene;
DOI:10.3987/com-95-s55