(3R,4S,6R,7R,8R)-8-Hydroxy-7-methoxy-4-(4-methoxy-benzyloxy)-3,9-dimethyl-6-triethylsilanyloxy-decan-2-one

Base Information

Chemical Name:(3R,4S,6R,7R,8R)-8-Hydroxy-7-methoxy-4-(4-methoxy-benzyloxy)-3,9-dimethyl-6-triethylsilanyloxy-decan-2-one
CAS No.:160238-76-6
Molecular Formula:C₂₇H₄₈O₆Si
Molecular Weight:496.76
Hs Code.:

Synonyms:(3R,4S,6R,7R,8R)-8-Hydroxy-7-methoxy-4-(4-methoxy-benzyloxy)-3,9-dimethyl-6-triethylsilanyloxy-decan-2-one

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Chemical Property of (3R,4S,6R,7R,8R)-8-Hydroxy-7-methoxy-4-(4-methoxy-benzyloxy)-3,9-dimethyl-6-triethylsilanyloxy-decan-2-one

Chemical Property:

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Technology Process of (3R,4S,6R,7R,8R)-8-Hydroxy-7-methoxy-4-(4-methoxy-benzyloxy)-3,9-dimethyl-6-triethylsilanyloxy-decan-2-one

There total 8 articles about (3R,4S,6R,7R,8R)-8-Hydroxy-7-methoxy-4-(4-methoxy-benzyloxy)-3,9-dimethyl-6-triethylsilanyloxy-decan-2-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: 92.0%

: 917-54-4
methyllithium

: (2R,3S,5R,6R,7R)-6-Methoxy-3-(4-methoxy-benzyloxy)-2,8-dimethyl-7-(2-oxo-2-phenyl-ethyl)-5-triethylsilanyloxy-nonanoic acid methoxy-methyl-amide

: 160238-76-6
(3R,4S,6R,7R,8R)-8-Hydroxy-7-methoxy-4-(4-methoxy-benzyloxy)-3,9-dimethyl-6-triethylsilanyloxy-decan-2-one

Guidance literature:: In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0040-4039(00)73135-2

Reference yield:

: 160238-66-4
(2R,3S,4R,6S)-2-cyclopropyl-3,6-dimethoxy-3,4,5,6-tetrahydro-2H-pyran-4-ol

: 160238-76-6
(3R,4S,6R,7R,8R)-8-Hydroxy-7-methoxy-4-(4-methoxy-benzyloxy)-3,9-dimethyl-6-triethylsilanyloxy-decan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) H₂, PtO₂, AcOH, 2.) NaH / 2.) THF/DMF 0 deg C -> room temperature

2: 1.) HS(CH₂)3SH, BF₃*OEt₂, 2.) pyridine, DMAP, 3.) NBS / 1.) CH₂Cl₂, 0 deg -> room temperature, 2.)CH₂CL₂, 3.) Me₂CO/H₂O

3: 1.) n-Bu₂BOTf, Et₃N, 2.) TfOH / 1.) CH₂Cl₂, -78 -> 0 deg C, 2.) Et₂O, room temperature

4: 1.) H₂, Raney Ni (W₂), 2.) Et₃N / 1.) EtOH, 2.) CH₂Cl₂ 0 deg C

5: 1.) LiOH, 30 percent H₂O₂, 2.) DEPC, Et₃N / 1.) THF/H₂O, 0 deg C -> room temperature, 2.), DMF, 0 deg C -> room temperature

6: 92 percent / tetrahydrofuran / -78 °C

With pyridine; 1.3-propanedithiol; dmap; platinum(IV) oxide; lithium hydroxide; N-Bromosuccinimide; trifluorormethanesulfonic acid; Raney Ni (W₂); di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; sodium hydride; acetic acid; triethylamine; diethyl dicarbonate; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)73135-2

Reference yield:

: 160238-68-6
(2R,3S,4R,6S)-4-benzyloxy-2-isopropyl-3,6-dimethoxy-3,4,5,6-tetrahydro-2H-pyran

: 160238-76-6
(3R,4S,6R,7R,8R)-8-Hydroxy-7-methoxy-4-(4-methoxy-benzyloxy)-3,9-dimethyl-6-triethylsilanyloxy-decan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) HS(CH₂)3SH, BF₃*OEt₂, 2.) pyridine, DMAP, 3.) NBS / 1.) CH₂Cl₂, 0 deg -> room temperature, 2.)CH₂CL₂, 3.) Me₂CO/H₂O

2: 1.) n-Bu₂BOTf, Et₃N, 2.) TfOH / 1.) CH₂Cl₂, -78 -> 0 deg C, 2.) Et₂O, room temperature

3: 1.) H₂, Raney Ni (W₂), 2.) Et₃N / 1.) EtOH, 2.) CH₂Cl₂ 0 deg C

4: 1.) LiOH, 30 percent H₂O₂, 2.) DEPC, Et₃N / 1.) THF/H₂O, 0 deg C -> room temperature, 2.), DMF, 0 deg C -> room temperature

5: 92 percent / tetrahydrofuran / -78 °C

With pyridine; 1.3-propanedithiol; dmap; lithium hydroxide; N-Bromosuccinimide; trifluorormethanesulfonic acid; Raney Ni (W₂); di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; triethylamine; diethyl dicarbonate; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)73135-2