methyl (S)-2--3-<3,4-bis(tert-butyldimethylsilyloxy)phenyl>propanoate

Base Information

• Chemical Name: methyl (S)-2--3-<3,4-bis(tert-butyldimethylsilyloxy)phenyl>propanoate
• CAS No.: 227286-96-6
• Molecular Formula: C₄₁H₅₃NO₄Si₂
• Molecular Weight: 680.047

Synonyms:methyl (S)-2--3-<3,4-bis(tert-butyldimethylsilyloxy)phenyl>propanoate

Chemical Property of methyl (S)-2--3-<3,4-bis(tert-butyldimethylsilyloxy)phenyl>propanoate

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Technology Process of methyl (S)-2--3-<3,4-bis(tert-butyldimethylsilyloxy)phenyl>propanoate

There total 3 articles about methyl (S)-2--3-<3,4-bis(tert-butyldimethylsilyloxy)phenyl>propanoate 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: 82.0%

9-bromo-9-phenyl-9H-fluorene (55135-66-5) + methyl (S)-2-amino-3-<3,4-bis(tert-butyldimethylsilyloxy)phenyl>propanoate (161392-59-2) → methyl (S)-2--3-<3,4-bis(tert-butyldimethylsilyloxy)phenyl>propanoate (227286-96-6)

Guidance literature:

With lead(II) nitrate; triethylamine; In dichloromethane; for 72h; Ambient temperature;

DOI:10.1016/S0040-4020(99)00133-7

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → methyl (S)-2--3-<3,4-bis(tert-butyldimethylsilyloxy)phenyl>propanoate (227286-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / imidazole / dimethylformamide / 3.5 h

2: 82 percent / triethylamine, lead nitrate / CH₂Cl₂ / 72 h / Ambient temperature

With 1H-imidazole; lead(II) nitrate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(99)00133-7

Reference yield:

L-dopa methyl ester hydrochloride (1421-65-4) → methyl (S)-2--3-<3,4-bis(tert-butyldimethylsilyloxy)phenyl>propanoate (227286-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / imidazole / dimethylformamide / 3.5 h

2: 82 percent / triethylamine, lead nitrate / CH₂Cl₂ / 72 h / Ambient temperature

With 1H-imidazole; lead(II) nitrate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(99)00133-7

upstream raw materials:

9-bromo-9-phenyl-9H-fluorene

methyl (S)-2-amino-3-<3,4-bis(tert-butyldimethylsilyloxy)phenyl>propanoate

L-dopa methyl ester hydrochloride

tert-butyldimethylsilyl chloride

Downstream raw materials:

methyl (S)-2--3-<2-bromo-4,5-(methylenedioxy)phenyl>propanoate

2--3-<2-bromo-4,5-(methylenedioxy)phenyl>propanoic acid

methyl (S)-3-<3,4-(methylenedioxy)phenyl>-2-propanoate

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