Methanesulfonic acid (1R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-(6-methoxy-pyridin-3-yl)-cyclohexyl ester

Base Information

Chemical Name:Methanesulfonic acid (1R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-(6-methoxy-pyridin-3-yl)-cyclohexyl ester
CAS No.:249552-15-6
Molecular Formula:C₁₉H₃₃NO₅SSi
Molecular Weight:415.626
Hs Code.:

Synonyms:Methanesulfonic acid (1R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-(6-methoxy-pyridin-3-yl)-cyclohexyl ester

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Chemical Property of Methanesulfonic acid (1R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-(6-methoxy-pyridin-3-yl)-cyclohexyl ester

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Technology Process of Methanesulfonic acid (1R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-(6-methoxy-pyridin-3-yl)-cyclohexyl ester

There total 8 articles about Methanesulfonic acid (1R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-(6-methoxy-pyridin-3-yl)-cyclohexyl ester 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: 90.0%

: 124-63-0
methanesulfonyl chloride

: 249552-14-5
(1R,3R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(6-methoxy-pyridin-3-yl)-cyclohexanol

: 249552-15-6
Methanesulfonic acid (1R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-(6-methoxy-pyridin-3-yl)-cyclohexyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃;

Reference yield:

: 148903-03-1
(-)-(1S,4R,4aS,5S,8aS)-5-acetoxy-1,4,4a,8a-tetrahydro-endo-1,4-methanonaphthalen-8(5H)-one

: 249552-15-6
Methanesulfonic acid (1R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-(6-methoxy-pyridin-3-yl)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / lipase PS (Pseudomonas sp., Amano); phosphate buffer / 21 h / 20 °C / pH 7.6

2: 98 percent / imidazole / dimethylformamide

3: 64 percent / lithium 2-thienylcyanocuprate; BF₃*Et₂O / tetrahydrofuran; diethyl ether / -78 °C

4: 83 percent / NaBH₄ / methanol

5: 73 percent / NaHCO₃ / diphenyl ether / 0.5 h / 280 °C

6: 77 percent / H₂ / PtO₂ / ethyl acetate

7: 90 percent / pyridine; DMAP / CH₂Cl₂ / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; phosphate buffer; lipase PS (Pseudomonas sp., Amano); boron trifluoride diethyl etherate; hydrogen; sodium hydrogencarbonate; thien-2-yl(cyano)copper lithium; platinum(IV) oxide; In tetrahydrofuran; methanol; diphenylether; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Deacetylation / 2: Substitution / 3: Addition / 4: Reduction / 5: Elimination / 6: Catalytic hydrogenation / 7: Substitution;

Reference yield:

: 146830-36-6
(+)-(1S,4R,4aS,5R,8S,8aR)-5-Acetoxy-1,4,4a,5,8,8a-hexahydro-8-hydroxy-endo-1,4-methanonaphthalene

: 249552-15-6
Methanesulfonic acid (1R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-(6-methoxy-pyridin-3-yl)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / PDC / CH₂Cl₂

2: 93 percent / lipase PS (Pseudomonas sp., Amano); phosphate buffer / 21 h / 20 °C / pH 7.6

3: 98 percent / imidazole / dimethylformamide

4: 64 percent / lithium 2-thienylcyanocuprate; BF₃*Et₂O / tetrahydrofuran; diethyl ether / -78 °C

5: 83 percent / NaBH₄ / methanol

6: 73 percent / NaHCO₃ / diphenyl ether / 0.5 h / 280 °C

7: 77 percent / H₂ / PtO₂ / ethyl acetate

8: 90 percent / pyridine; DMAP / CH₂Cl₂ / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; dipyridinium dichromate; phosphate buffer; lipase PS (Pseudomonas sp., Amano); boron trifluoride diethyl etherate; hydrogen; sodium hydrogencarbonate; thien-2-yl(cyano)copper lithium; platinum(IV) oxide; In tetrahydrofuran; methanol; diphenylether; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Oxidation / 2: Deacetylation / 3: Substitution / 4: Addition / 5: Reduction / 6: Elimination / 7: Catalytic hydrogenation / 8: Substitution;