methyl 7-<1-<(1R,2R,4aR,6R,8S,8aS)-6-<(tert-butyldiphenylsilyl)oxy>-8-<(2(S)-methyl-1-oxobutyl)oxy>-1,2,4a,5,6,7,8,8a-octahydro-2-methylnaphthalenyl>>-3(R)-<(tert-butyldimethylsilyl)oxy>-5-oxohepten-6-oate

Base Information

Chemical Name:methyl 7-<1-<(1R,2R,4aR,6R,8S,8aS)-6-<(tert-butyldiphenylsilyl)oxy>-8-<(2(S)-methyl-1-oxobutyl)oxy>-1,2,4a,5,6,7,8,8a-octahydro-2-methylnaphthalenyl>>-3(R)-<(tert-butyldimethylsilyl)oxy>-5-oxohepten-6-oate
CAS No.:138505-87-0
Molecular Formula:C₄₆H₆₈O₇Si₂
Molecular Weight:789.213
Hs Code.:

methyl 7-<1-<(1R,2R,4aR,6R,8S,8aS)-6-<(tert-butyldiphenylsilyl)oxy>-8-<(2(S)-methyl-1-oxobutyl)oxy>-1,2,4a,5,6,7,8,8a-octahydro-2-methylnaphthalenyl>>-3(R)-<(tert-butyldimethylsilyl)oxy>-5-oxohepten-6-oate

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Chemical Property of methyl 7-<1-<(1R,2R,4aR,6R,8S,8aS)-6-<(tert-butyldiphenylsilyl)oxy>-8-<(2(S)-methyl-1-oxobutyl)oxy>-1,2,4a,5,6,7,8,8a-octahydro-2-methylnaphthalenyl>>-3(R)-<(tert-butyldimethylsilyl)oxy>-5-oxohepten-6-oate

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Technology Process of methyl 7-<1-<(1R,2R,4aR,6R,8S,8aS)-6-<(tert-butyldiphenylsilyl)oxy>-8-<(2(S)-methyl-1-oxobutyl)oxy>-1,2,4a,5,6,7,8,8a-octahydro-2-methylnaphthalenyl>>-3(R)-<(tert-butyldimethylsilyl)oxy>-5-oxohepten-6-oate

There total 13 articles about methyl 7-<1-<(1R,2R,4aR,6R,8S,8aS)-6-<(tert-butyldiphenylsilyl)oxy>-8-<(2(S)-methyl-1-oxobutyl)oxy>-1,2,4a,5,6,7,8,8a-octahydro-2-methylnaphthalenyl>>-3(R)-<(tert-butyldimethylsilyl)oxy>-5-oxohepten-6-oate 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:

: 138505-81-4
ethyl (1S,2S,4aR,6R,8S,8aS)-1,2,4a,5,6,7,8,8a-octahydro-6,8-dihydroxy-2-methylnaphthalene-1-carboxylate

: 138505-87-0
methyl 7-<1-<(1R,2R,4aR,6R,8S,8aS)-6-<(tert-butyldiphenylsilyl)oxy>-8-<(2(S)-methyl-1-oxobutyl)oxy>-1,2,4a,5,6,7,8,8a-octahydro-2-methylnaphthalenyl>>-3(R)-<(tert-butyldimethylsilyl)oxy>-5-oxohepten-6-oate

Guidance literature:: Multi-step reaction with 7 steps

1: imidazole / dimethylformamide / 16 h

2: LiAlH₄ / diethyl ether / 1 h

3: 86 percent / CH₂Cl₂ / 18 h

4: 0.734 g / DMAP, pyridine / CH₂Cl₂ / 26 h

5: 85 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h

6: 82 percent / DMSO, (COCl)2 / CH₂Cl₂ / 0.33 h

7: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, 1 h, 2.) THF, 66 h

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; lithium hexamethyldisilazane; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00096a015

Reference yield:

: 138505-80-3
ethyl (1S,2S,4aR,6R,8S,8aS)-6-acetoxy-1,2,4a,5,6,7,8,8a-octahydro-8-hydroxy-2-methylnaphthalene-1-carboxylate

: 138505-87-0
methyl 7-<1-<(1R,2R,4aR,6R,8S,8aS)-6-<(tert-butyldiphenylsilyl)oxy>-8-<(2(S)-methyl-1-oxobutyl)oxy>-1,2,4a,5,6,7,8,8a-octahydro-2-methylnaphthalenyl>>-3(R)-<(tert-butyldimethylsilyl)oxy>-5-oxohepten-6-oate

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / sodium ethoxide / ethanol / 0.5 h

2: imidazole / dimethylformamide / 16 h

3: LiAlH₄ / diethyl ether / 1 h

4: 86 percent / CH₂Cl₂ / 18 h

5: 0.734 g / DMAP, pyridine / CH₂Cl₂ / 26 h

6: 85 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h

7: 82 percent / DMSO, (COCl)2 / CH₂Cl₂ / 0.33 h

8: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, 1 h, 2.) THF, 66 h

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; oxalyl dichloride; sodium ethanolate; toluene-4-sulfonic acid; dimethyl sulfoxide; lithium hexamethyldisilazane; In methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00096a015

Reference yield:

: 142437-81-8
(1R,2R,4aS,6R,8S,8aR)-6-Acetyl-3,4-dibromo-8-hydroxy-2-methyl-decahydro-naphthalene-1-carboxylic acid ethyl ester

: 138505-87-0
methyl 7-<1-<(1R,2R,4aR,6R,8S,8aS)-6-<(tert-butyldiphenylsilyl)oxy>-8-<(2(S)-methyl-1-oxobutyl)oxy>-1,2,4a,5,6,7,8,8a-octahydro-2-methylnaphthalenyl>>-3(R)-<(tert-butyldimethylsilyl)oxy>-5-oxohepten-6-oate

Guidance literature:: Multi-step reaction with 10 steps

1: trifluoroacetic anhydride, H₂O₂ / H₂O; CH₂Cl₂ / 0.5 h

2: Zn, acetic acid / diethyl ether / 0.25 h

3: 90 percent / sodium ethoxide / ethanol / 0.5 h

4: imidazole / dimethylformamide / 16 h

5: LiAlH₄ / diethyl ether / 1 h

6: 86 percent / CH₂Cl₂ / 18 h

7: 0.734 g / DMAP, pyridine / CH₂Cl₂ / 26 h

8: 85 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h

9: 82 percent / DMSO, (COCl)2 / CH₂Cl₂ / 0.33 h

10: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, 1 h, 2.) THF, 66 h

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; oxalyl dichloride; dihydrogen peroxide; sodium ethanolate; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; trifluoroacetic anhydride; lithium hexamethyldisilazane; zinc; In methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00096a015