Cyclohexanecarboxylic acid, 6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(1R,2S)-2-hydroxy-1-[[(4-meth ylphenyl)sulfonyl]oxy]propyl]-3-(methoxymethoxy)-4-(phenylmethoxy)-, (1R,2R,3S,4S,6R)-

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Chemical Name:Cyclohexanecarboxylic acid, 6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(1R,2S)-2-hydroxy-1-[[(4-meth ylphenyl)sulfonyl]oxy]propyl]-3-(methoxymethoxy)-4-(phenylmethoxy)-, (1R,2R,3S,4S,6R)-
CAS No.:581060-43-7
Molecular Formula:C₃₂H₄₈O₁₀SSi
Molecular Weight:652.879
Hs Code.:

Cyclohexanecarboxylic acid,
6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(1R,2S)-2-hydroxy-1-[[(4-meth
ylphenyl)sulfonyl]oxy]propyl]-3-(methoxymethoxy)-4-(phenylmethoxy)-,
(1R,2R,3S,4S,6R)-

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Chemical Property of Cyclohexanecarboxylic acid, 6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(1R,2S)-2-hydroxy-1-[[(4-meth ylphenyl)sulfonyl]oxy]propyl]-3-(methoxymethoxy)-4-(phenylmethoxy)-, (1R,2R,3S,4S,6R)-

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Technology Process of Cyclohexanecarboxylic acid, 6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(1R,2S)-2-hydroxy-1-[[(4-meth ylphenyl)sulfonyl]oxy]propyl]-3-(methoxymethoxy)-4-(phenylmethoxy)-, (1R,2R,3S,4S,6R)-

There total 10 articles about Cyclohexanecarboxylic acid, 6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(1R,2S)-2-hydroxy-1-[[(4-meth ylphenyl)sulfonyl]oxy]propyl]-3-(methoxymethoxy)-4-(phenylmethoxy)-, (1R,2R,3S,4S,6R)- 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:

: 581060-42-6
(1R,2R,3S,4S,6R)-4-Benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-3-methoxymethoxy-2-[(R)-2-oxo-1-(toluene-4-sulfonyloxy)-propyl]-cyclohexanecarboxylic acid

: 581060-43-7
(4S,5S,6S,1R,2R)-4-benzyloxy-2-(tert-butyldimethylsilyloxy)-6-[(1'R,2'S)-2'-hydroxy-1'-(p-toluenesulfonyloxy)propyl]-5-mrthoxymethyloxy-cyclohexancarboxylic acid

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.5h;
DOI:10.1016/j.tet.2006.04.079

Reference yield:

: 581060-33-5
(4R,6S)-6-benzyloxy-4-[(tert-butyldimethylsilyl)oxy]-2-cyclohexenone

: 581060-43-7
(4S,5S,6S,1R,2R)-4-benzyloxy-2-(tert-butyldimethylsilyloxy)-6-[(1'R,2'S)-2'-hydroxy-1'-(p-toluenesulfonyloxy)propyl]-5-mrthoxymethyloxy-cyclohexancarboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: copper(I) cyanide / diethyl ether / -78 - 0 °C

1.2: diethyl ether / 0.5 h / -78 °C

1.3: 85 percent / diethyl ether / 0.33 h / -78 °C

2.1: 70 percent / Me₄NBH(OAc)3; acetic acid / tetrahydrofuran / 24 h / 0 - 20 °C

3.1: 100 percent / BuLi / tetrahydrofuran; hexane / 0.33 h / 0 °C

4.1: 98 percent / i-Pr₂NEt / 1,2-dichloro-ethane / 3.5 h / 50 °C

5.1: 97 percent / DDQ / CH₂Cl₂; H₂O / 1 h / 0 - 20 °C

6.1: 100 percent / Dess-Martin periodinane / CH₂Cl₂ / 23 h / 0 - 20 °C

7.1: ozone / methanol / 0.17 h / -78 °C

7.2: Me₂S / methanol / 3 h / -78 - 20 °C

8.1: 308 mg / NaH₂PO₄*H₂O; HOSO₂NH₂; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 10 h / 20 °C

9.1: NaBH₄ / methanol / 0.5 h / 0 °C

With sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; n-butyllithium; amidosulfuric acid fluoride; copper(l) cyanide; Dess-Martin periodane; ozone; acetic acid; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; 1,2-dichloro-ethane; tert-butyl alcohol;
DOI:10.1016/j.tet.2006.04.079

Reference yield:

: 581060-36-8
(2S,4R)-2-benzyloxy-4-(tert-butyldimethylsilyloxy)-5-hydroxy-cyclohexan-1-one

: 581060-43-7
(4S,5S,6S,1R,2R)-4-benzyloxy-2-(tert-butyldimethylsilyloxy)-6-[(1'R,2'S)-2'-hydroxy-1'-(p-toluenesulfonyloxy)propyl]-5-mrthoxymethyloxy-cyclohexancarboxylic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: MsCl; Et₃N / CH₂Cl₂ / 2.5 h / 0 °C

1.2: 3.50 g / HCl / H₂O

2.1: copper(I) cyanide / diethyl ether / -78 - 0 °C

2.2: diethyl ether / 0.5 h / -78 °C

2.3: 85 percent / diethyl ether / 0.33 h / -78 °C

3.1: 70 percent / Me₄NBH(OAc)3; acetic acid / tetrahydrofuran / 24 h / 0 - 20 °C

4.1: 100 percent / BuLi / tetrahydrofuran; hexane / 0.33 h / 0 °C

5.1: 98 percent / i-Pr₂NEt / 1,2-dichloro-ethane / 3.5 h / 50 °C

6.1: 97 percent / DDQ / CH₂Cl₂; H₂O / 1 h / 0 - 20 °C

7.1: 100 percent / Dess-Martin periodinane / CH₂Cl₂ / 23 h / 0 - 20 °C

8.1: ozone / methanol / 0.17 h / -78 °C

8.2: Me₂S / methanol / 3 h / -78 - 20 °C

9.1: 308 mg / NaH₂PO₄*H₂O; HOSO₂NH₂; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 10 h / 20 °C

10.1: NaBH₄ / methanol / 0.5 h / 0 °C

With sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; n-butyllithium; amidosulfuric acid fluoride; copper(l) cyanide; Dess-Martin periodane; ozone; acetic acid; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; 1,2-dichloro-ethane; tert-butyl alcohol;
DOI:10.1016/j.tet.2006.04.079