Benzoic acid (S)-2-[1,3]dithian-2-yl-2-((1R,2R,4S,5R)-2,4,5-trihydroxy-4-methyl-cyclohexyl)-ethyl ester

Base Information

Chemical Name:Benzoic acid (S)-2-[1,3]dithian-2-yl-2-((1R,2R,4S,5R)-2,4,5-trihydroxy-4-methyl-cyclohexyl)-ethyl ester
CAS No.:162085-00-9
Molecular Formula:C₂₀H₂₈O₅S₂
Molecular Weight:412.571
Hs Code.:

Synonyms:Benzoic acid (S)-2-[1,3]dithian-2-yl-2-((1R,2R,4S,5R)-2,4,5-trihydroxy-4-methyl-cyclohexyl)-ethyl ester

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Chemical Property of Benzoic acid (S)-2-[1,3]dithian-2-yl-2-((1R,2R,4S,5R)-2,4,5-trihydroxy-4-methyl-cyclohexyl)-ethyl ester

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Technology Process of Benzoic acid (S)-2-[1,3]dithian-2-yl-2-((1R,2R,4S,5R)-2,4,5-trihydroxy-4-methyl-cyclohexyl)-ethyl ester

There total 9 articles about Benzoic acid (S)-2-[1,3]dithian-2-yl-2-((1R,2R,4S,5R)-2,4,5-trihydroxy-4-methyl-cyclohexyl)-ethyl 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: 77.0%

: 109-80-8
1.3-propanedithiol

: C₂₇H₃₀O₇

: 162085-00-9
Benzoic acid (S)-2-[1,3]dithian-2-yl-2-((1R,2R,4S,5R)-2,4,5-trihydroxy-4-methyl-cyclohexyl)-ethyl ester

Guidance literature:: With titanium tetrachloride; In dichloromethane; at 0 ℃;
DOI:10.1016/0040-4039(94)80031-6

Reference yield:

: 139618-32-9
2-((3aR,5S,7aS)-2,2,7a-Trimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-5-yl)-prop-2-en-1-ol

: 162085-00-9
Benzoic acid (S)-2-[1,3]dithian-2-yl-2-((1R,2R,4S,5R)-2,4,5-trihydroxy-4-methyl-cyclohexyl)-ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) catecholborane, Rh(PPh₃)3Cl, 2.) 30percent H₂O₂, 10percent NaOH / 1.) THF

2: 87 percent / lipase PS / various solvent(s)

3: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 2.) CH₂Cl₂

4: NaClO₂, 2-methyl-2-butene, NaH₂PO₄ / H₂O; 2-methyl-propan-2-ol

5: I₂, sat. NaHCO₃ / CH₂Cl₂

6: 93 percent / n-Bu₃SnH, AIBN / benzene / Heating

7: DIBAH / CH₂Cl₂ / -78 °C

8: Et₃N, DMAP / CH₂Cl₂

9: 77 percent / TiCl₄ / CH₂Cl₂ / 0 °C

With dmap; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; Wilkinson's catalyst; 2-methyl-but-2-ene; oxalyl dichloride; Lipase PS; 2,2'-azobis(isobutyronitrile); dihydrogen peroxide; iodine; tri-n-butyl-tin hydride; titanium tetrachloride; diisobutylaluminium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; benzo[1,3,2]dioxaborole; In dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1016/0040-4039(94)80031-6

Reference yield:

: (3aS,4aR,7S,7aR,8aR)-7-Hydroxymethyl-2,2,3a-trimethyl-octahydro-furo[2',3':4,5]benzo[1,2-d][1,3]dioxol-6-ol

: 162085-00-9
Benzoic acid (S)-2-[1,3]dithian-2-yl-2-((1R,2R,4S,5R)-2,4,5-trihydroxy-4-methyl-cyclohexyl)-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N, DMAP / CH₂Cl₂

2: 77 percent / TiCl₄ / CH₂Cl₂ / 0 °C

With dmap; titanium tetrachloride; triethylamine; In dichloromethane;
DOI:10.1016/0040-4039(94)80031-6