(1R,2R,5R,6R,8R)-6,8-Bis-methoxymethoxy-6-methyl-2-(1-phenylsulfanylmethyl-vinyl)-bicyclo[3.2.1]octane-1-carboxylic acid methyl ester

Base Information

Chemical Name:(1R,2R,5R,6R,8R)-6,8-Bis-methoxymethoxy-6-methyl-2-(1-phenylsulfanylmethyl-vinyl)-bicyclo[3.2.1]octane-1-carboxylic acid methyl ester
CAS No.:160714-26-1
Molecular Formula:C₂₄H₃₄O₆S
Molecular Weight:450.596
Hs Code.:

Synonyms:(1R,2R,5R,6R,8R)-6,8-Bis-methoxymethoxy-6-methyl-2-(1-phenylsulfanylmethyl-vinyl)-bicyclo[3.2.1]octane-1-carboxylic acid methyl ester

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Chemical Property of (1R,2R,5R,6R,8R)-6,8-Bis-methoxymethoxy-6-methyl-2-(1-phenylsulfanylmethyl-vinyl)-bicyclo[3.2.1]octane-1-carboxylic acid methyl ester

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Technology Process of (1R,2R,5R,6R,8R)-6,8-Bis-methoxymethoxy-6-methyl-2-(1-phenylsulfanylmethyl-vinyl)-bicyclo[3.2.1]octane-1-carboxylic acid methyl ester

There total 14 articles about (1R,2R,5R,6R,8R)-6,8-Bis-methoxymethoxy-6-methyl-2-(1-phenylsulfanylmethyl-vinyl)-bicyclo[3.2.1]octane-1-carboxylic acid methyl 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:

: (1R,2R,5R,6R,8R)-6,8-Bis-methoxymethoxy-6-methyl-2-(1-trifluoromethanesulfonyloxy-vinyl)-bicyclo[3.2.1]octane-1-carboxylic acid methyl ester

: 160714-26-1
(1R,2R,5R,6R,8R)-6,8-Bis-methoxymethoxy-6-methyl-2-(1-phenylsulfanylmethyl-vinyl)-bicyclo[3.2.1]octane-1-carboxylic acid methyl ester

Guidance literature:: In tetrahydrofuran; at -20 ℃; Yield given;
DOI:10.1021/jo00098a009

Reference yield:

: 160714-21-6
(3R,3aR,7R,7aR)-7-Hydroxy-3-methyl-7a-prop-2-ynyl-3a,4,7,7a-tetrahydro-3H-isobenzofuran-1-one

: 160714-26-1
(1R,2R,5R,6R,8R)-6,8-Bis-methoxymethoxy-6-methyl-2-(1-phenylsulfanylmethyl-vinyl)-bicyclo[3.2.1]octane-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / NaAuCl₄*H₂O, H₂O / tetrahydrofuran / 60 °C

2: 86 percent / SmI₂, HMPA / tetrahydrofuran

3: (i-Pr)2NEt / CH₂Cl₂ / Ambient temperature

4: 1 N KOH / methanol / 80 °C

5: diethyl ether / Ambient temperature

6: Jones reagent / acetone / 0 °C

7: LiN(SiMe₃)2 / tetrahydrofuran / -78 °C

8: tetrahydrofuran / -20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; jones reagent; samarium diiodide; sodium tetrachloroaurate dihydrate; water; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone;
DOI:10.1021/jo00098a009

Reference yield:

: 160714-20-5
(3R,3aR,7aR)-3-Methyl-7a-prop-2-ynyl-3a,7a-dihydro-3H,4H-isobenzofuran-1,7-dione

: 160714-26-1
(1R,2R,5R,6R,8R)-6,8-Bis-methoxymethoxy-6-methyl-2-(1-phenylsulfanylmethyl-vinyl)-bicyclo[3.2.1]octane-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 63 percent / NaBH₄, CeCl₃*7H₂O / methanol

2: 87 percent / NaAuCl₄*H₂O, H₂O / tetrahydrofuran / 60 °C

3: 86 percent / SmI₂, HMPA / tetrahydrofuran

4: (i-Pr)2NEt / CH₂Cl₂ / Ambient temperature

5: 1 N KOH / methanol / 80 °C

6: diethyl ether / Ambient temperature

7: Jones reagent / acetone / 0 °C

8: LiN(SiMe₃)2 / tetrahydrofuran / -78 °C

9: tetrahydrofuran / -20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium tetrahydroborate; jones reagent; samarium diiodide; cerium(III) chloride; sodium tetrachloroaurate dihydrate; water; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone;
DOI:10.1021/jo00098a009