9-deuteriated 1-hydroxyphenylmethyl-naphthotricyclo<4.3.0.0^2,9>nona-3,7-diene

Base Information

• Chemical Name: 9-deuteriated 1-hydroxyphenylmethyl-naphthotricyclo<4.3.0.0^2,9>nona-3,7-diene
• CAS No.: 81060-99-3
• Molecular Formula: C₂₃H₁₈O
• Molecular Weight: 311.387

Synonyms:

Chemical Property of 9-deuteriated 1-hydroxyphenylmethyl-naphthotricyclo<4.3.0.0^2,9>nona-3,7-diene

Chemical Property:

Purity/Quality:

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Technology Process of 9-deuteriated 1-hydroxyphenylmethyl-naphthotricyclo<4.3.0.0^2,9>nona-3,7-diene

There total 5 articles about 9-deuteriated 1-hydroxyphenylmethyl-naphthotricyclo<4.3.0.0^2,9>nona-3,7-diene 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:

1-phenyl-3-deuterioprop-2-yn-1-one (81060-96-0) → 9-deuteriated 1-hydroxyphenylmethyl-naphthotricyclo<4.3.0.02,9>nona-3,7-diene (81060-99-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / 24 h / 120 °C

2: 27 percent / NaBH₄ / methanol; H₂O / 1 h / 0 °C

3: 22 percent Chromat_. / benzophenone / benzene / 3 h / 24.9 °C / Irradiation

With sodium tetrahydroborate; benzophenone; In methanol; water; benzene;

DOI:10.1016/S0040-4020(01)92372-5

Reference yield:

8-benzoyl-9-deuterionaphthobicyclo<3.2.2>nona-2,6,8-triene (81060-97-1) → 9-deuteriated 1-hydroxyphenylmethyl-naphthotricyclo<4.3.0.02,9>nona-3,7-diene (81060-99-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / NaBH₄ / methanol; H₂O / 1 h / 0 °C

2: 22 percent Chromat_. / benzophenone / benzene / 3 h / 24.9 °C / Irradiation

With sodium tetrahydroborate; benzophenone; In methanol; water; benzene;

DOI:10.1016/S0040-4020(01)92372-5

Reference yield:

phenyl propargyl ketone (3623-15-2) → 9-deuteriated 1-hydroxyphenylmethyl-naphthotricyclo<4.3.0.02,9>nona-3,7-diene (81060-99-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / cupric acetate, Me₃OD / 72 h / Ambient temperature

2: 63 percent / 24 h / 120 °C

3: 27 percent / NaBH₄ / methanol; H₂O / 1 h / 0 °C

4: 22 percent Chromat_. / benzophenone / benzene / 3 h / 24.9 °C / Irradiation

With sodium tetrahydroborate; copper diacetate; benzophenone; In methanol; water; benzene;

DOI:10.1016/S0040-4020(01)92372-5

upstream raw materials:

rac-8-hydroxyphenyl-9-deuterionaphthobicyclo<3.2.2>nona-2,6,8-triene(1S*)

rac-8-hydroxyphenyl-9-deuterionaphthobicyclo<3.2.2>nona-2,6,8-triene(1R*)

1-phenyl-3-deuterioprop-2-yn-1-one

8-benzoyl-9-deuterionaphthobicyclo<3.2.2>nona-2,6,8-triene

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