Cyclohexyl-carbamic acid 1,3-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d][1,3]diazocin-8-yl ester

Base Information

• Chemical Name: Cyclohexyl-carbamic acid 1,3-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d][1,3]diazocin-8-yl ester
• CAS No.: 142010-15-9
• Molecular Formula: C₂₀H₂₉N₃O₂
• Molecular Weight: 343.469

Synonyms:

Chemical Property of Cyclohexyl-carbamic acid 1,3-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d][1,3]diazocin-8-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of Cyclohexyl-carbamic acid 1,3-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d][1,3]diazocin-8-yl ester

There total 10 articles about Cyclohexyl-carbamic acid 1,3-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d][1,3]diazocin-8-yl 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:

methyl (E)-3-(5′-methoxy-2′-nitrophenyl)acrylate (142010-17-1) → Cyclohexyl-carbamic acid 1,3-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d][1,3]diazocin-8-yl ester (142010-15-9)

Guidance literature:

Multi-step reaction with 10 steps

1: TiCl₃, NH₄OAc / H₂O; tetrahydrofuran

2: 4-polyvinylpyridine / CH₂Cl₂ / Ambient temperature

3: NaOMe / Heating

4: NaCl / dimethylsulfoxide; H₂O / 150 - 160 °C

5: NaH / dimethylsulfoxide / Ambient temperature

6: DIBAL, morpholine / toluene / -25 °C

7: NaBH₃CN / methanol

8: 64 percent / Na, n-BuOH / Heating

9: BBr₃

10: 1) n-Bu₄NF, LiCl

With morpholine; titanium(III) chloride; 4-polyvinylpyridine; ammonium acetate; tetrabutyl ammonium fluoride; sodium methylate; sodium; boron tribromide; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; lithium chloride; sodium chloride; butan-1-ol; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; toluene;

DOI:10.1016/0040-4039(92)88151-T

Reference yield:

methyl (2E)-3-(2′-amino-5′-methoxyphenyl)prop-2-enoate (142010-18-2) → Cyclohexyl-carbamic acid 1,3-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d][1,3]diazocin-8-yl ester (142010-15-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 4-polyvinylpyridine / CH₂Cl₂ / Ambient temperature

2: NaOMe / Heating

3: NaCl / dimethylsulfoxide; H₂O / 150 - 160 °C

4: NaH / dimethylsulfoxide / Ambient temperature

5: DIBAL, morpholine / toluene / -25 °C

6: NaBH₃CN / methanol

7: 64 percent / Na, n-BuOH / Heating

8: BBr₃

9: 1) n-Bu₄NF, LiCl

With morpholine; 4-polyvinylpyridine; tetrabutyl ammonium fluoride; sodium methylate; sodium; boron tribromide; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; lithium chloride; sodium chloride; butan-1-ol; In methanol; dichloromethane; water; dimethyl sulfoxide; toluene;

DOI:10.1016/0040-4039(92)88151-T

Reference yield:

1,2,3,4-tetrahydro-6-methoxy-1-methyl-2-oxo-4-quinolineacetaldehyde (125810-78-8) → Cyclohexyl-carbamic acid 1,3-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d][1,3]diazocin-8-yl ester (142010-15-9)

Guidance literature:

Multi-step reaction with 4 steps

1: NaBH₃CN / methanol

2: 64 percent / Na, n-BuOH / Heating

3: BBr₃

4: 1) n-Bu₄NF, LiCl

With tetrabutyl ammonium fluoride; sodium; boron tribromide; sodium cyanoborohydride; lithium chloride; butan-1-ol; In methanol;

DOI:10.1016/0040-4039(92)88151-T

upstream raw materials:

Cyclohexyl isocyanate

1,2,3,4,5,6-hexahydro-1,3-dimethyl-2,6-methano-1,3-benzodiazocin-8-ol

methyl (E)-3-(5′-methoxy-2′-nitrophenyl)acrylate

methyl (2E)-3-(2′-amino-5′-methoxyphenyl)prop-2-enoate

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