2-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-{(2S,4S,5R,6S)-6-[(2S,3R)-2-(4-methoxy-benzyloxy)-3-triethylsilanyloxymethyl-hex-5-enyl]-5-methyl-2-phenyl-[1,3]dioxan-4-yl}-ethanone

Base Information

Chemical Name:2-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-{(2S,4S,5R,6S)-6-[(2S,3R)-2-(4-methoxy-benzyloxy)-3-triethylsilanyloxymethyl-hex-5-enyl]-5-methyl-2-phenyl-[1,3]dioxan-4-yl}-ethanone
CAS No.:128684-86-6
Molecular Formula:C₄₇H₇₆O₈Si₂
Molecular Weight:825.287
Hs Code.:

2-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-{(2S,4S,5R,6S)-6-[(2S,3R)-2-(4-methoxy-benzyloxy)-3-triethylsilanyloxymethyl-hex-5-enyl]-5-methyl-2-phenyl-[1,3]dioxan-4-yl}-ethanone

Synonyms:2-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-{(2S,4S,5R,6S)-6-[(2S,3R)-2-(4-methoxy-benzyloxy)-3-triethylsilanyloxymethyl-hex-5-enyl]-5-methyl-2-phenyl-[1,3]dioxan-4-yl}-ethanone

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Chemical Property of 2-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-{(2S,4S,5R,6S)-6-[(2S,3R)-2-(4-methoxy-benzyloxy)-3-triethylsilanyloxymethyl-hex-5-enyl]-5-methyl-2-phenyl-[1,3]dioxan-4-yl}-ethanone

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Technology Process of 2-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-{(2S,4S,5R,6S)-6-[(2S,3R)-2-(4-methoxy-benzyloxy)-3-triethylsilanyloxymethyl-hex-5-enyl]-5-methyl-2-phenyl-[1,3]dioxan-4-yl}-ethanone

There total 12 articles about 2-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-{(2S,4S,5R,6S)-6-[(2S,3R)-2-(4-methoxy-benzyloxy)-3-triethylsilanyloxymethyl-hex-5-enyl]-5-methyl-2-phenyl-[1,3]dioxan-4-yl}-ethanone 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:

: 128708-24-7
2-Benzenesulfonyl-2-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-{(2S,4S,5R,6S)-6-[(2S,3R)-2-(4-methoxy-benzyloxy)-3-triethylsilanyloxymethyl-hex-5-enyl]-5-methyl-2-phenyl-[1,3]dioxan-4-yl}-ethanone

: 128684-86-6
2-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-{(2S,4S,5R,6S)-6-[(2S,3R)-2-(4-methoxy-benzyloxy)-3-triethylsilanyloxymethyl-hex-5-enyl]-5-methyl-2-phenyl-[1,3]dioxan-4-yl}-ethanone

Guidance literature:: With sodium dihydrogenphosphate; sodium amalgam; In tetrahydrofuran; methanol; at -30 - -20 ℃; for 3h; Yield given;
DOI:10.1021/ja00170a024

Reference yield:

: 109466-73-1
(-)-(1R,2R,4R)-4-hydroxymethyl-2-methoxycyclohexan-1-ol

: 128684-86-6
2-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-{(2S,4S,5R,6S)-6-[(2S,3R)-2-(4-methoxy-benzyloxy)-3-triethylsilanyloxymethyl-hex-5-enyl]-5-methyl-2-phenyl-[1,3]dioxan-4-yl}-ethanone

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / I₂, PPh₃, pyridine / benzene / 2 h / Heating

2: dimethylformamide / 0.33 h / 100 °C

3: Et₃N / CH₂Cl₂ / Ambient temperature

4: 1.) n-BuLi / 1.) THF, -78 deg C, 15 min, 2.) -78 deg C, 1.5 h

5: Dess-Martin periodinane / CH₂Cl₂ / 2 h

6: NaH₂PO₄, 6percent Na/Hg / tetrahydrofuran; methanol / 3 h / -30 - -20 °C

With pyridine; sodium dihydrogenphosphate; sodium amalgam; n-butyllithium; iodine; Dess-Martin periodane; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00170a024

Reference yield:

: 118207-42-4
(1R,2R,4R)-4-(iodomethyl)-2-methoxycyclohexan-1-ol

: 128684-86-6
2-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-{(2S,4S,5R,6S)-6-[(2S,3R)-2-(4-methoxy-benzyloxy)-3-triethylsilanyloxymethyl-hex-5-enyl]-5-methyl-2-phenyl-[1,3]dioxan-4-yl}-ethanone

Guidance literature:: Multi-step reaction with 5 steps

1: dimethylformamide / 0.33 h / 100 °C

2: Et₃N / CH₂Cl₂ / Ambient temperature

3: 1.) n-BuLi / 1.) THF, -78 deg C, 15 min, 2.) -78 deg C, 1.5 h

4: Dess-Martin periodinane / CH₂Cl₂ / 2 h

5: NaH₂PO₄, 6percent Na/Hg / tetrahydrofuran; methanol / 3 h / -30 - -20 °C

With sodium dihydrogenphosphate; sodium amalgam; n-butyllithium; Dess-Martin periodane; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00170a024