methyl (1R,2S,3S,4R)-3,4-bis(acetyloxy)-2-[3'-(1,3-dithiolan-2-yl)-1'-methyl-1'-propen-1'-yl]-1-hydroxycyclohexanecarboxylate

Base Information

Chemical Name:methyl (1R,2S,3S,4R)-3,4-bis(acetyloxy)-2-[3'-(1,3-dithiolan-2-yl)-1'-methyl-1'-propen-1'-yl]-1-hydroxycyclohexanecarboxylate
CAS No.:795308-19-9
Molecular Formula:C₁₉H₂₈O₇S₂
Molecular Weight:432.559
Hs Code.:

Synonyms:methyl (1R,2S,3S,4R)-3,4-bis(acetyloxy)-2-[3'-(1,3-dithiolan-2-yl)-1'-methyl-1'-propen-1'-yl]-1-hydroxycyclohexanecarboxylate

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Chemical Property of methyl (1R,2S,3S,4R)-3,4-bis(acetyloxy)-2-[3'-(1,3-dithiolan-2-yl)-1'-methyl-1'-propen-1'-yl]-1-hydroxycyclohexanecarboxylate

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Technology Process of methyl (1R,2S,3S,4R)-3,4-bis(acetyloxy)-2-[3'-(1,3-dithiolan-2-yl)-1'-methyl-1'-propen-1'-yl]-1-hydroxycyclohexanecarboxylate

There total 5 articles about methyl (1R,2S,3S,4R)-3,4-bis(acetyloxy)-2-[3'-(1,3-dithiolan-2-yl)-1'-methyl-1'-propen-1'-yl]-1-hydroxycyclohexanecarboxylate 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: 99.0%

: 540-63-6
ethane-1,2-dithiol

: 795308-17-7
methyl (1R,2S,3S,4R)-3,4-bis(acetyloxy)-2-[3'-(1,3-dioxolan-2-yl)-1'-methyl-1'-propen-1'-yl]-1-[(4-methoxybenzyl)oxy]cyclohexanecarboxylate

: 795308-19-9
methyl (1R,2S,3S,4R)-3,4-bis(acetyloxy)-2-[3'-(1,3-dithiolan-2-yl)-1'-methyl-1'-propen-1'-yl]-1-hydroxycyclohexanecarboxylate

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1002/ejoc.200400262

Reference yield:

: 795308-12-2
(E)-(2R,3R)-2-But-3-enyl-3-[(E)-3-(tert-butyl-diphenyl-silanyloxy)-propenyl]-6-[1,3]dioxolan-2-yl-2-(4-methoxy-benzyloxy)-4-methyl-hex-4-enoic acid

: 795308-19-9
methyl (1R,2S,3S,4R)-3,4-bis(acetyloxy)-2-[3'-(1,3-dithiolan-2-yl)-1'-methyl-1'-propen-1'-yl]-1-hydroxycyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / Grubbs catalyst / toluene; CH₂Cl₂ / 2 h / 40 °C

2: 50 percent / AD-mix-α; MeSO2NH2 / 2-methyl-propan-2-ol; H2O; acetone / 48 h

3: 86 percent / DMAP / pyridine / 2 h

4: 99 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; AD-mix-α; methanesulfonamide; boron trifluoride diethyl etherate; Grubbs catalyst first generation; In pyridine; dichloromethane; water; acetone; toluene; tert-butyl alcohol;
DOI:10.1002/ejoc.200400262

Reference yield:

: 795308-13-3
(1R,2R)-2-((E)-3-[1,3]Dioxolan-2-yl-1-methyl-propenyl)-1-(4-methoxy-benzyloxy)-cyclohex-3-enecarboxylic acid

: 795308-19-9
methyl (1R,2S,3S,4R)-3,4-bis(acetyloxy)-2-[3'-(1,3-dithiolan-2-yl)-1'-methyl-1'-propen-1'-yl]-1-hydroxycyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 50 percent / AD-mix-α; MeSO2NH2 / 2-methyl-propan-2-ol; H2O; acetone / 48 h

2: 86 percent / DMAP / pyridine / 2 h

3: 99 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; AD-mix-α; methanesulfonamide; boron trifluoride diethyl etherate; In pyridine; dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1002/ejoc.200400262