(1R^*,3S^*,4S^*,7S^*,8S^*)-2-benzoyl-3-(1-propyl)-5,5-dimethoxy-7,8-bis(phenylsulfonyl)-2-azabicyclo<2.2.2>octane

Base Information

• Chemical Name: (1R^*,3S^*,4S^*,7S^*,8S^*)-2-benzoyl-3-(1-propyl)-5,5-dimethoxy-7,8-bis(phenylsulfonyl)-2-azabicyclo<2.2.2>octane
• CAS No.: 142003-65-4
• Molecular Formula: C₃₁H₃₅NO₇S₂
• Molecular Weight: 597.753

Synonyms:(1R^*,3S^*,4S^*,7S^*,8S^*)-2-benzoyl-3-(1-propyl)-5,5-dimethoxy-7,8-bis(phenylsulfonyl)-2-azabicyclo<2.2.2>octane

Chemical Property of (1R^*,3S^*,4S^*,7S^*,8S^*)-2-benzoyl-3-(1-propyl)-5,5-dimethoxy-7,8-bis(phenylsulfonyl)-2-azabicyclo<2.2.2>octane

Chemical Property:

Purity/Quality:

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Technology Process of (1R^*,3S^*,4S^*,7S^*,8S^*)-2-benzoyl-3-(1-propyl)-5,5-dimethoxy-7,8-bis(phenylsulfonyl)-2-azabicyclo<2.2.2>octane

There total 4 articles about (1R^*,3S^*,4S^*,7S^*,8S^*)-2-benzoyl-3-(1-propyl)-5,5-dimethoxy-7,8-bis(phenylsulfonyl)-2-azabicyclo<2.2.2>octane 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: 91.0%

methanol (67-56-1) + (1R*,3S*,4S*,7S*,8S*)-2-benzoyl-3-(1-propyl)-5-methoxy-7,8-bis(phenylsulfonyl)-2-azabicyclo<2.2.2>oct-5-ene (142038-13-9) → (1R*,3S*,4S*,7S*,8S*)-2-benzoyl-3-(1-propyl)-5,5-dimethoxy-7,8-bis(phenylsulfonyl)-2-azabicyclo<2.2.2>octane (142003-65-4)

Guidance literature:

With camphor-10-sulfonic acid; for 62h; Ambient temperature;

DOI:10.1021/jo00041a012

Reference yield:

4-methoxypyridine (620-08-6,1232006-56-2) → (1R*,3S*,4S*,7S*,8S*)-2-benzoyl-3-(1-propyl)-5,5-dimethoxy-7,8-bis(phenylsulfonyl)-2-azabicyclo<2.2.2>octane (142003-65-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) THF, a) -78 deg C, 15 min, b) to -20 deg C, 10 min, 2) THF, a) -78 deg C, 10 min, b) 0 deg C, 1 h

2: benzene; tetrahydrofuran / 66 h / 80 °C

3: 91 percent / (+/-)-10-camphorsulfonic acid / 62 h / Ambient temperature

With camphor-10-sulfonic acid; In tetrahydrofuran; benzene;

DOI:10.1021/jo00041a012

Reference yield:

benzoyl chloride (98-88-4) → (1R*,3S*,4S*,7S*,8S*)-2-benzoyl-3-(1-propyl)-5,5-dimethoxy-7,8-bis(phenylsulfonyl)-2-azabicyclo<2.2.2>octane (142003-65-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) THF, a) -78 deg C, 15 min, b) to -20 deg C, 10 min, 2) THF, a) -78 deg C, 10 min, b) 0 deg C, 1 h

2: benzene; tetrahydrofuran / 66 h / 80 °C

3: 91 percent / (+/-)-10-camphorsulfonic acid / 62 h / Ambient temperature

With camphor-10-sulfonic acid; In tetrahydrofuran; benzene;

DOI:10.1021/jo00041a012

upstream raw materials:

methanol

(1R^*,3S^*,4S^*,7S^*,8S^*)-2-benzoyl-3-(1-propyl)-5-methoxy-7,8-bis(phenylsulfonyl)-2-azabicyclo<2.2.2>oct-5-ene

4-methoxypyridine

benzoyl chloride

Downstream raw materials:

(1R^*,3S^*,4S^*)-2-benzoyl-3-(1-propyl)-8,8-dimethoxy-2-azabicyclo<2.2.2>oct-5-ene

(1R^*,3S^*,4S^*)-2-benzyl-3-(1-propyl)-2-azabicyclo<2.2.2>oct-7-en-5-one

(1R^*,3S^*,4S^*)-2-benzyl-3-(1-propyl)-8,8-dimethoxy-2-azabicyclo<2.2.2>oct-5-ene

(1R^*,3S^*,4S^*,5S^*)-2-benzyl-3-(1-propyl)-5-<(E)-2-(dimethylphenylsilyl)-1-ethenyl>-2-azabicyclo<2.2.2>oct-7-en-5-ol

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