(1RS,3RS,4RS,8RS)-<10-methylidene-3-(2-nitrophenyl)sulfenyl-9-<(Z)-(2-nitrophenyl)sulfenylmethylidene>-11-oxatricyclo<6.2.1.0^2,7>undec-2(7)-en-4-yl> methyl ketone

Base Information

• Chemical Name: (1RS,3RS,4RS,8RS)-<10-methylidene-3-(2-nitrophenyl)sulfenyl-9-<(Z)-(2-nitrophenyl)sulfenylmethylidene>-11-oxatricyclo<6.2.1.0^2,7>undec-2(7)-en-4-yl> methyl ketone
• CAS No.: 90413-93-7
• Molecular Formula: C₂₆H₂₂N₂O₆S₂
• Molecular Weight: 522.602

Synonyms:(1RS,3RS,4RS,8RS)-<10-methylidene-3-(2-nitrophenyl)sulfenyl-9-<(Z)-(2-nitrophenyl)sulfenylmethylidene>-11-oxatricyclo<6.2.1.0^2,7>undec-2(7)-en-4-yl> methyl ketone

Chemical Property of (1RS,3RS,4RS,8RS)-<10-methylidene-3-(2-nitrophenyl)sulfenyl-9-<(Z)-(2-nitrophenyl)sulfenylmethylidene>-11-oxatricyclo<6.2.1.0^2,7>undec-2(7)-en-4-yl> methyl ketone

Chemical Property:

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Technology Process of (1RS,3RS,4RS,8RS)-<10-methylidene-3-(2-nitrophenyl)sulfenyl-9-<(Z)-(2-nitrophenyl)sulfenylmethylidene>-11-oxatricyclo<6.2.1.0^2,7>undec-2(7)-en-4-yl> methyl ketone

There total 3 articles about (1RS,3RS,4RS,8RS)-<10-methylidene-3-(2-nitrophenyl)sulfenyl-9-<(Z)-(2-nitrophenyl)sulfenylmethylidene>-11-oxatricyclo<6.2.1.0^2,7>undec-2(7)-en-4-yl> methyl ketone 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: 9.0%

2,5-Bis<<(Z)-(2-nitrophenyl)sulfenyl>methylene>-3,6-dimethylene-7-oxabicyclo<2.2.1>heptane (98192-47-3) + methyl vinyl ketone (78-94-4,25038-87-3) → (1RS,3RS,4RS,8RS)-<10-methylidene-3-(2-nitrophenyl)sulfenyl-9-<(Z)-(2-nitrophenyl)sulfenylmethylidene>-11-oxatricyclo<6.2.1.02,7>undec-2(7)-en-4-yl> methyl ketone (90413-93-7) + (1RS,3SR,4RS,8RS)-<10-methylidene-3-(2-nitrophenyl)sulfenyl-9-<(Z)-(2-nitrophenyl)sulfenylmethylidene>-11-oxatricyclo<6.2.1.02,7>undec-2(7)en-4-yl> methyl ketone (90458-31-4)

Guidance literature:

In benzene; at 100 ℃; for 2.5h;

DOI:10.1002/hlca.19850680815

Reference yield:

2,3,5,6-tetrakis(methylene)-7-oxabicyclo<2.2.1>heptane (53011-99-7) → (1RS,3RS,4RS,8RS)-<10-methylidene-3-(2-nitrophenyl)sulfenyl-9-<(Z)-(2-nitrophenyl)sulfenylmethylidene>-11-oxatricyclo<6.2.1.02,7>undec-2(7)-en-4-yl> methyl ketone (90413-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) LiCl, 2) t-BuOK / 1) 20 deg C, 3h, AcOH, 2) -78 to 20 deg C THF

2: benzene / 2.5 h / 100 °C

With potassium tert-butylate; lithium chloride; In benzene;

DOI:10.1021/jo00187a046

Reference yield:

benzenesulfenyl chloride (931-59-9) → (1RS,3RS,4RS,8RS)-<10-methylidene-3-(2-nitrophenyl)sulfenyl-9-<(Z)-(2-nitrophenyl)sulfenylmethylidene>-11-oxatricyclo<6.2.1.02,7>undec-2(7)-en-4-yl> methyl ketone (90413-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) LiCl, 2) t-BuOK / 1) 20 deg C, 3h, AcOH, 2) -78 to 20 deg C THF

2: benzene / 2.5 h / 100 °C

With potassium tert-butylate; lithium chloride; In benzene;

DOI:10.1021/jo00187a046

upstream raw materials:

2,5-Bis<<(Z)-(2-nitrophenyl)sulfenyl>methylene>-3,6-dimethylene-7-oxabicyclo<2.2.1>heptane

methyl vinyl ketone

2,3,5,6-tetrakis(methylene)-7-oxabicyclo<2.2.1>heptane

benzenesulfenyl chloride

Downstream raw materials:

methyl (1RS,2RS,9RS,10RS)-<2-acetyl-9,10-epoxy-1,2,3,4,9,10-hexahydro-1-(2-nitrophenyl)sulfenyl-anthracene-6-carboxylate>

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