(8R,10R)-10-Allyl-10-[(1S,2R)-2-hydroxy-1-methyl-2-(3,4,5-trimethoxy-phenyl)-ethyl]-1,4-dioxa-spiro[4.5]dec-6-en-8-ol

Base Information

Chemical Name:(8R,10R)-10-Allyl-10-[(1S,2R)-2-hydroxy-1-methyl-2-(3,4,5-trimethoxy-phenyl)-ethyl]-1,4-dioxa-spiro[4.5]dec-6-en-8-ol
CAS No.:86534-73-8
Molecular Formula:C₂₃H₃₂O₇
Molecular Weight:420.503
Hs Code.:

Synonyms:(8R,10R)-10-Allyl-10-[(1S,2R)-2-hydroxy-1-methyl-2-(3,4,5-trimethoxy-phenyl)-ethyl]-1,4-dioxa-spiro[4.5]dec-6-en-8-ol

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Chemical Property of (8R,10R)-10-Allyl-10-[(1S,2R)-2-hydroxy-1-methyl-2-(3,4,5-trimethoxy-phenyl)-ethyl]-1,4-dioxa-spiro[4.5]dec-6-en-8-ol

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Technology Process of (8R,10R)-10-Allyl-10-[(1S,2R)-2-hydroxy-1-methyl-2-(3,4,5-trimethoxy-phenyl)-ethyl]-1,4-dioxa-spiro[4.5]dec-6-en-8-ol

There total 6 articles about (8R,10R)-10-Allyl-10-[(1S,2R)-2-hydroxy-1-methyl-2-(3,4,5-trimethoxy-phenyl)-ethyl]-1,4-dioxa-spiro[4.5]dec-6-en-8-ol 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: 68.0%

: 86534-72-7
C₁₄H₂₀O₄

: 81952-68-3
1-lithio-3,4,5-trimethoxybenzene

: 86534-73-8
(8R,10R)-10-Allyl-10-[(1S,2R)-2-hydroxy-1-methyl-2-(3,4,5-trimethoxy-phenyl)-ethyl]-1,4-dioxa-spiro[4.5]dec-6-en-8-ol

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; -98 deg C, 45 min, then 0 deg C, 20 min;
DOI:10.1016/S0040-4039(00)86382-0

Reference yield:

: 86534-69-2
C₁₂H₁₄O₅

: 86534-73-8
(8R,10R)-10-Allyl-10-[(1S,2R)-2-hydroxy-1-methyl-2-(3,4,5-trimethoxy-phenyl)-ethyl]-1,4-dioxa-spiro[4.5]dec-6-en-8-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 45 percent / tetrahydrofuran / 2 h / 0 °C

2: LDA / 1) THF, -78 deg C, 2) THF - HMPA, -78 deg C, 2 h, room temp., 20 h

3: 63 percent / DIBAH / toluene / 1.5 h / -78 °C

4: 68 percent / TMEDA / tetrahydrofuran / -98 deg C, 45 min, then 0 deg C, 20 min

With N,N,N,N,-tetramethylethylenediamine; diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; toluene;
DOI:10.1016/S0040-4039(00)86382-0

Reference yield:

: 86534-68-1
C₁₂H₁₅IO₅

: 86534-73-8
(8R,10R)-10-Allyl-10-[(1S,2R)-2-hydroxy-1-methyl-2-(3,4,5-trimethoxy-phenyl)-ethyl]-1,4-dioxa-spiro[4.5]dec-6-en-8-ol

Guidance literature:: Multi-step reaction with 5 steps

1: DBU / benzene / 72 h / room temp., 1 h, then 65 deg C_., 3.5 h

2: 45 percent / tetrahydrofuran / 2 h / 0 °C

3: LDA / 1) THF, -78 deg C, 2) THF - HMPA, -78 deg C, 2 h, room temp., 20 h

4: 63 percent / DIBAH / toluene / 1.5 h / -78 °C

5: 68 percent / TMEDA / tetrahydrofuran / -98 deg C, 45 min, then 0 deg C, 20 min

With N,N,N,N,-tetramethylethylenediamine; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; In tetrahydrofuran; toluene; benzene;
DOI:10.1016/S0040-4039(00)86382-0