5-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-4-hydroxy-1-(4-methoxy-benzyloxy)-5,6-dihydro-1H-pyridin-2-one

Base Information

Chemical Name:5-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-4-hydroxy-1-(4-methoxy-benzyloxy)-5,6-dihydro-1H-pyridin-2-one
CAS No.:882175-66-8
Molecular Formula:C₃₈H₅₅NO₆Si
Molecular Weight:649.943
Hs Code.:

5-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-4-hydroxy-1-(4-methoxy-benzyloxy)-5,6-dihydro-1H-pyridin-2-one

Synonyms:5-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-4-hydroxy-1-(4-methoxy-benzyloxy)-5,6-dihydro-1H-pyridin-2-one

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Chemical Property of 5-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-4-hydroxy-1-(4-methoxy-benzyloxy)-5,6-dihydro-1H-pyridin-2-one

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Technology Process of 5-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-4-hydroxy-1-(4-methoxy-benzyloxy)-5,6-dihydro-1H-pyridin-2-one

There total 14 articles about 5-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-4-hydroxy-1-(4-methoxy-benzyloxy)-5,6-dihydro-1H-pyridin-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: 58.0%

: 882175-63-5
N-{(S)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-N-(4-methoxy-benzyloxy)-3-oxo-propionamide

: 882175-66-8
5-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-4-hydroxy-1-(4-methoxy-benzyloxy)-5,6-dihydro-1H-pyridin-2-one

Guidance literature:: N-{(S)-2-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-N-(4-methoxy-benzyloxy)-3-oxo-propionamide; With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane;

With sodium chlorite; sodium dihydrogenphosphate; In water; acetonitrile; tert-butyl alcohol; at 0 ℃;

With sodium hydride; 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.3987/com-05-s(t)70

Reference yield:

: 3413-44-3
(R)-2-cyclohexen-1-ol

: 882175-66-8
5-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-4-hydroxy-1-(4-methoxy-benzyloxy)-5,6-dihydro-1H-pyridin-2-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: 84 percent / imidazole / CH₂Cl₂

2.1: m-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 0 °C

3.1: [C(CH₃)2(CH₂)3C(CH₃)2]NLi / hexane; benzene / 0 - 20 °C

4.1: 87 percent / tri-n-butylphosphine / CH₂Cl₂ / 0.08 h / 22 °C

5.1: 86 percent / DIBAL / toluene

6.1: 97 percent / imidazole / CH₂Cl₂

7.1: toluene / 180 °C

8.1: PPTs; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

8.2: NaCNBH₃ / acetic acid / 10 °C

9.1: 56 percent / benzotriazol-1-yloxytris(Me₂N)phosphonium hexaFphosphate

10.1: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂

10.2: NaClO₂; NaH₂PO₄ / acetonitrile; H₂O; 2-methyl-propan-2-ol / 0 °C

10.3: 58 percent / 1,1'carbonyldiimidazole; NaH / dimethylformamide / 20 °C

With 1H-imidazole; tributylphosphine; 4 A molecular sieve; 2,2,6,6-tetramethylpiperidinyl-lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; In hexane; dichloromethane; toluene; benzene;
DOI:10.3987/com-05-s(t)70

Reference yield:

: 872472-36-1
3-((1S,2S,4aR,6S,8aS)-2,6-Dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionic acid

: 882175-66-8
5-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-4-hydroxy-1-(4-methoxy-benzyloxy)-5,6-dihydro-1H-pyridin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 56 percent / benzotriazol-1-yloxytris(Me₂N)phosphonium hexaFphosphate

2.1: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂

2.2: NaClO₂; NaH₂PO₄ / acetonitrile; H₂O; 2-methyl-propan-2-ol / 0 °C

2.3: 58 percent / 1,1'carbonyldiimidazole; NaH / dimethylformamide / 20 °C

With sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; Dess-Martin periodane; In dichloromethane;
DOI:10.3987/com-05-s(t)70