(1S,7aR)-1-(4-Methoxy-benzyloxymethyl)-7a-methyl-4-[(R)-2-(4,6,7,8-tetrahydro-benzo[1,3]dioxin-8a-yl)-ethyl]-1,2,3,6,7,7a-hexahydro-inden-5-one

Base Information

Chemical Name:(1S,7aR)-1-(4-Methoxy-benzyloxymethyl)-7a-methyl-4-[(R)-2-(4,6,7,8-tetrahydro-benzo[1,3]dioxin-8a-yl)-ethyl]-1,2,3,6,7,7a-hexahydro-inden-5-one
CAS No.:181772-02-1
Molecular Formula:C₂₉H₃₈O₅
Molecular Weight:466.618
Hs Code.:

Synonyms:(1S,7aR)-1-(4-Methoxy-benzyloxymethyl)-7a-methyl-4-[(R)-2-(4,6,7,8-tetrahydro-benzo[1,3]dioxin-8a-yl)-ethyl]-1,2,3,6,7,7a-hexahydro-inden-5-one

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Chemical Property of (1S,7aR)-1-(4-Methoxy-benzyloxymethyl)-7a-methyl-4-[(R)-2-(4,6,7,8-tetrahydro-benzo[1,3]dioxin-8a-yl)-ethyl]-1,2,3,6,7,7a-hexahydro-inden-5-one

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Technology Process of (1S,7aR)-1-(4-Methoxy-benzyloxymethyl)-7a-methyl-4-[(R)-2-(4,6,7,8-tetrahydro-benzo[1,3]dioxin-8a-yl)-ethyl]-1,2,3,6,7,7a-hexahydro-inden-5-one

There total 10 articles about (1S,7aR)-1-(4-Methoxy-benzyloxymethyl)-7a-methyl-4-[(R)-2-(4,6,7,8-tetrahydro-benzo[1,3]dioxin-8a-yl)-ethyl]-1,2,3,6,7,7a-hexahydro-inden-5-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:

: 114908-48-4
4,6,7,8-tetrahydro-5H-benzo[d][1,3]dioxin-5-one

: 181772-02-1
(1S,7aR)-1-(4-Methoxy-benzyloxymethyl)-7a-methyl-4-[(R)-2-(4,6,7,8-tetrahydro-benzo[1,3]dioxin-8a-yl)-ethyl]-1,2,3,6,7,7a-hexahydro-inden-5-one

Guidance literature:: Multi-step reaction with 6 steps

1: oxazaborolidine, BH₃*SMe₂ / CH₂Cl₂ / -25 °C

2: 96 percent / DMAP, Et₃N

3: 1) KHMDS, TBDMSCl, 2) KF, K₂CO₃ / 1) HMPA, -78 deg C -> room temperature, 2) DMF

4: 100 percent / LiAlH₄

5: 97 percent / I₂, imidazole / toluene

6: 1) LiNEt₂, 2) NaOAc, AcOH / 1) THF, HMPA, -78 deg C -> room temperature, 2) THF, H₂O

With 1H-imidazole; dmap; potassium fluoride; lithium aluminium tetrahydride; (S)-oxazaborolidine; dimethylsulfide borane complex; lithium diethylamide; iodine; sodium acetate; potassium hexamethylsilazane; potassium carbonate; tert-butyldimethylsilyl chloride; acetic acid; triethylamine; In dichloromethane; toluene;
DOI:10.1021/jo961209r

Reference yield:

: 181771-64-2
(S)-5,6,7,8-Tetrahydro-4H-benzo[1,3]dioxin-5-ol

: 181772-02-1
(1S,7aR)-1-(4-Methoxy-benzyloxymethyl)-7a-methyl-4-[(R)-2-(4,6,7,8-tetrahydro-benzo[1,3]dioxin-8a-yl)-ethyl]-1,2,3,6,7,7a-hexahydro-inden-5-one

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / DMAP, Et₃N

2: 1) KHMDS, TBDMSCl, 2) KF, K₂CO₃ / 1) HMPA, -78 deg C -> room temperature, 2) DMF

3: 100 percent / LiAlH₄

4: 97 percent / I₂, imidazole / toluene

5: 1) LiNEt₂, 2) NaOAc, AcOH / 1) THF, HMPA, -78 deg C -> room temperature, 2) THF, H₂O

With 1H-imidazole; dmap; potassium fluoride; lithium aluminium tetrahydride; lithium diethylamide; iodine; sodium acetate; potassium hexamethylsilazane; potassium carbonate; tert-butyldimethylsilyl chloride; acetic acid; triethylamine; In toluene;
DOI:10.1021/jo961209r

Reference yield:

: 181771-79-9
(R)-2-(4,6,7,8-Tetrahydro-benzo[1,3]dioxin-8a-yl)-ethanol

: 181772-02-1
(1S,7aR)-1-(4-Methoxy-benzyloxymethyl)-7a-methyl-4-[(R)-2-(4,6,7,8-tetrahydro-benzo[1,3]dioxin-8a-yl)-ethyl]-1,2,3,6,7,7a-hexahydro-inden-5-one

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / I₂, imidazole / toluene

2: 1) LiNEt₂, 2) NaOAc, AcOH / 1) THF, HMPA, -78 deg C -> room temperature, 2) THF, H₂O

With 1H-imidazole; lithium diethylamide; iodine; sodium acetate; acetic acid; In toluene;
DOI:10.1021/jo961209r