[2R,4R,5R]-3,4-dimethoxy-benzoic acid 7-benzyloxy-5-hydroxy-2,4-dimethyl-3-oxo-hepthyl ester

Base Information

Chemical Name:[2R,4R,5R]-3,4-dimethoxy-benzoic acid 7-benzyloxy-5-hydroxy-2,4-dimethyl-3-oxo-hepthyl ester
CAS No.:671782-82-4
Molecular Formula:C₂₅H₃₂O₇
Molecular Weight:444.525
Hs Code.:

Synonyms:[2R,4R,5R]-3,4-dimethoxy-benzoic acid 7-benzyloxy-5-hydroxy-2,4-dimethyl-3-oxo-hepthyl ester

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Chemical Property of [2R,4R,5R]-3,4-dimethoxy-benzoic acid 7-benzyloxy-5-hydroxy-2,4-dimethyl-3-oxo-hepthyl ester

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Technology Process of [2R,4R,5R]-3,4-dimethoxy-benzoic acid 7-benzyloxy-5-hydroxy-2,4-dimethyl-3-oxo-hepthyl ester

There total 3 articles about [2R,4R,5R]-3,4-dimethoxy-benzoic acid 7-benzyloxy-5-hydroxy-2,4-dimethyl-3-oxo-hepthyl ester 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: 81.0%

: 19790-60-4
3-Benzyloxypropanal

: 671782-79-9
3,4-dimethoxybenzoic acid (2R)-2-methyl-3-oxopentyl ester

: 671782-82-4
[2R,4R,5R]-3,4-dimethoxy-benzoic acid 7-benzyloxy-5-hydroxy-2,4-dimethyl-3-oxo-hepthyl ester

: [2R,4S,5S]-3,4-dimethoxy-benzoic acid 7-benzyloxy-5-hydroxy-2,4-dimethyl-3-oxo-hepthyl ester

Guidance literature:: 3,4-dimethoxybenzoic acid (2R)-2-methyl-3-oxopentyl ester; With dicyclohexylboron chloride; triethylamine; In diethyl ether; at 0 ℃; for 1h;

3-Benzyloxypropanal; In diethyl ether; at -78 - -20 ℃; for 13h;
DOI:10.1021/jo035668l

Reference yield:

: 27970-79-2
(R)-2-Methyl-3-oxopentanol

: 671782-82-4
[2R,4R,5R]-3,4-dimethoxy-benzoic acid 7-benzyloxy-5-hydroxy-2,4-dimethyl-3-oxo-hepthyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 88 percent / pyridine; DMAP / CH₂Cl₂ / 0.67 h / 0 - 20 °C

2.1: cHex₂BCl; Et₃N / diethyl ether / 1 h / 0 °C

2.2: 81 percent / diethyl ether / 13 h / -78 - -20 °C

With pyridine; dmap; dicyclohexylboron chloride; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1021/jo035668l

Reference yield:

: 476365-41-0
methylketene dimer

: 671782-82-4
[2R,4R,5R]-3,4-dimethoxy-benzoic acid 7-benzyloxy-5-hydroxy-2,4-dimethyl-3-oxo-hepthyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 70 percent / LiAlH₄ / diethyl ether / 0.25 h / -78 °C

2.1: 88 percent / pyridine; DMAP / CH₂Cl₂ / 0.67 h / 0 - 20 °C

3.1: cHex₂BCl; Et₃N / diethyl ether / 1 h / 0 °C

3.2: 81 percent / diethyl ether / 13 h / -78 - -20 °C

With pyridine; dmap; lithium aluminium tetrahydride; dicyclohexylboron chloride; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1021/jo035668l