(1S,3R,4S)-1-{3-[(4-methoxybenzyl)oxy]propyl}-3-(methoxymethoxy)-4-methyl-6-heptenyl 2-allyl-6-methoxybenzoate

Base Information

Chemical Name:(1S,3R,4S)-1-{3-[(4-methoxybenzyl)oxy]propyl}-3-(methoxymethoxy)-4-methyl-6-heptenyl 2-allyl-6-methoxybenzoate
CAS No.:825612-67-7
Molecular Formula:C₃₂H₄₄O₇
Molecular Weight:540.697
Hs Code.:

Synonyms:(1S,3R,4S)-1-{3-[(4-methoxybenzyl)oxy]propyl}-3-(methoxymethoxy)-4-methyl-6-heptenyl 2-allyl-6-methoxybenzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,3R,4S)-1-{3-[(4-methoxybenzyl)oxy]propyl}-3-(methoxymethoxy)-4-methyl-6-heptenyl 2-allyl-6-methoxybenzoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1S,3R,4S)-1-{3-[(4-methoxybenzyl)oxy]propyl}-3-(methoxymethoxy)-4-methyl-6-heptenyl 2-allyl-6-methoxybenzoate

There total 9 articles about (1S,3R,4S)-1-{3-[(4-methoxybenzyl)oxy]propyl}-3-(methoxymethoxy)-4-methyl-6-heptenyl 2-allyl-6-methoxybenzoate 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: 71.0%

: 825612-66-6
(4R,6R,7S)-1-[(4-methoxybenzyl)oxy]-6(methoxymethoxy)-7-methyl-9-decen-4-ol

: 325172-28-9
2-allyl-6-methoxy-benzoic acid

: 825612-67-7
(1S,3R,4S)-1-{3-[(4-methoxybenzyl)oxy]propyl}-3-(methoxymethoxy)-4-methyl-6-heptenyl 2-allyl-6-methoxybenzoate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 23 ℃; for 3h;
DOI:10.1002/chem.200400617

Reference yield:

: ethyl (3RS)-3-hydroxy-6-[(4-methoxybenzyl)oxy]hexanoate

: 825612-67-7
(1S,3R,4S)-1-{3-[(4-methoxybenzyl)oxy]propyl}-3-(methoxymethoxy)-4-methyl-6-heptenyl 2-allyl-6-methoxybenzoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 23 °C

2.1: 83 percent / DIBAL / CH₂Cl₂ / 2 h / -78 °C

3.1: (-)-sparteine / TiCl₄ / CH₂Cl₂ / 0.42 h / 0 °C

3.2: 68 percent / CH₂Cl₂ / 1 h / 0 °C

4.1: 82 percent / iPr₂NEt; Bu₄NI / CH₂Cl₂ / 72 h / 23 °C

5.1: 86 percent / aq. NaBH₄ / tetrahydrofuran / 12 h / 0 - 23 °C

6.1: 95 percent / pyridine / 12 h / 23 °C

7.1: 95 percent / Et₃BHLi / tetrahydrofuran / 12 h / 0 - 23 °C

8.1: 99 percent / TBAF / tetrahydrofuran / 15 h / 0 °C

9.1: 71 percent / diisopropylazodicarboxylate; PPh₃ / toluene / 3 h / 23 °C

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; lithium triethylborohydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; (-)-sparteine; titanium tetrachloride; In tetrahydrofuran; dichloromethane; toluene; 9.1: Mitsunobu reaction;
DOI:10.1002/chem.200400617

Reference yield:

: 825612-52-0
(3R)-3-{[tert-butyl(dimethyl)silyl]oxy}-6-[(4-methoxybenzyl)oxy]-hexanal

: 825612-67-7
(1S,3R,4S)-1-{3-[(4-methoxybenzyl)oxy]propyl}-3-(methoxymethoxy)-4-methyl-6-heptenyl 2-allyl-6-methoxybenzoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: (-)-sparteine / TiCl₄ / CH₂Cl₂ / 0.42 h / 0 °C

1.2: 68 percent / CH₂Cl₂ / 1 h / 0 °C

2.1: 82 percent / iPr₂NEt; Bu₄NI / CH₂Cl₂ / 72 h / 23 °C

3.1: 86 percent / aq. NaBH₄ / tetrahydrofuran / 12 h / 0 - 23 °C

4.1: 95 percent / pyridine / 12 h / 23 °C

5.1: 95 percent / Et₃BHLi / tetrahydrofuran / 12 h / 0 - 23 °C

6.1: 99 percent / TBAF / tetrahydrofuran / 15 h / 0 °C

7.1: 71 percent / diisopropylazodicarboxylate; PPh₃ / toluene / 3 h / 23 °C

With pyridine; sodium tetrahydroborate; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; lithium triethylborohydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; (-)-sparteine; titanium tetrachloride; In tetrahydrofuran; dichloromethane; toluene; 7.1: Mitsunobu reaction;
DOI:10.1002/chem.200400617