(S_P)-spiro[(2,6-dimethoxy-2,5-cyclohexadiene)-1,1′-(3-phenyl-3-phosphindane-P-borane)]

Base Information

• Chemical Name: (S_P)-spiro[(2,6-dimethoxy-2,5-cyclohexadiene)-1,1′-(3-phenyl-3-phosphindane-P-borane)]
• CAS No.: 1432486-73-1
• Molecular Formula: C₂₁H₂₄BO₂P
• Molecular Weight: 350.205

Synonyms:(S_P)-spiro[(2,6-dimethoxy-2,5-cyclohexadiene)-1,1′-(3-phenyl-3-phosphindane-P-borane)]

Chemical Property of (S_P)-spiro[(2,6-dimethoxy-2,5-cyclohexadiene)-1,1′-(3-phenyl-3-phosphindane-P-borane)]

Chemical Property:

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Technology Process of (S_P)-spiro[(2,6-dimethoxy-2,5-cyclohexadiene)-1,1′-(3-phenyl-3-phosphindane-P-borane)]

There total 5 articles about (S_P)-spiro[(2,6-dimethoxy-2,5-cyclohexadiene)-1,1′-(3-phenyl-3-phosphindane-P-borane)] 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: 43.0%

(SP)-(2′,6′-dimethoxybiphenyl-2-yl)(methyl)(phenyl)-phosphine P-borane (1310457-35-2) → (SP)-spiro[(2,6-dimethoxy-2,5-cyclohexadiene)-1,1′-(3-phenyl-3-phosphindane-P-borane)] (1432486-73-1)

Guidance literature:

(S_P)-(2′,6′-dimethoxybiphenyl-2-yl)(methyl)(phenyl)-phosphine P-borane; With sec.-butyllithium; In tetrahydrofuran; hexane; cyclohexane; at -30 - -20 ℃; for 1h; Inert atmosphere;

With copper dichloride; In tetrahydrofuran; hexane; cyclohexane; at -20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo400565b

Reference yield:

methyl (RP)-(2′,6′-dimethoxybiphenyl-2-yl)(phenyl)-phosphinite P-borane (1310457-33-0) → (SP)-spiro[(2,6-dimethoxy-2,5-cyclohexadiene)-1,1′-(3-phenyl-3-phosphindane-P-borane)] (1432486-73-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethyl ether / 0 °C / Inert atmosphere

2.1: sec.-butyllithium / hexane; tetrahydrofuran; cyclohexane / 1 h / -30 - -20 °C / Inert atmosphere

2.2: 2 h / -20 °C / Inert atmosphere

With sec.-butyllithium; In tetrahydrofuran; diethyl ether; hexane; cyclohexane;

DOI:10.1021/jo400565b

Reference yield:

2'-bromo-2,6-dimethoxybiphenyl (755017-61-9) → (SP)-spiro[(2,6-dimethoxy-2,5-cyclohexadiene)-1,1′-(3-phenyl-3-phosphindane-P-borane)] (1432486-73-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / hexane; diethyl ether / 2 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: sulfuric acid / 24 h / 20 °C / Inert atmosphere

3.1: diethyl ether / 0 °C / Inert atmosphere

4.1: sec.-butyllithium / hexane; tetrahydrofuran; cyclohexane / 1 h / -30 - -20 °C / Inert atmosphere

4.2: 2 h / -20 °C / Inert atmosphere

With n-butyllithium; sulfuric acid; sec.-butyllithium; In tetrahydrofuran; diethyl ether; hexane; cyclohexane;

DOI:10.1021/jo400565b

upstream raw materials:

methyl (R_P)-(2′,6′-dimethoxybiphenyl-2-yl)(phenyl)-phosphinite P-borane

(S_P)-(2′,6′-dimethoxybiphenyl-2-yl)(methyl)(phenyl)-phosphine P-borane

2'-bromo-2,6-dimethoxybiphenyl

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