(3S,4S)-3-Benzyloxy-1-[bis-(4-methoxy-phenyl)-methyl]-4-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-azetidin-2-one

Base Information

• Chemical Name: (3S,4S)-3-Benzyloxy-1-[bis-(4-methoxy-phenyl)-methyl]-4-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-azetidin-2-one
• CAS No.: 1053639-86-3
• Molecular Formula: C₄₃H₄₇NO₅Si
• Molecular Weight: 685.935

Synonyms:(3S,4S)-3-Benzyloxy-1-[bis-(4-methoxy-phenyl)-methyl]-4-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-azetidin-2-one

Chemical Property of (3S,4S)-3-Benzyloxy-1-[bis-(4-methoxy-phenyl)-methyl]-4-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-azetidin-2-one

Chemical Property:

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Technology Process of (3S,4S)-3-Benzyloxy-1-[bis-(4-methoxy-phenyl)-methyl]-4-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-azetidin-2-one

There total 3 articles about (3S,4S)-3-Benzyloxy-1-[bis-(4-methoxy-phenyl)-methyl]-4-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-azetidin-2-one 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:

p,p'-dimethoxybenzhydrylamine (19293-62-0) → (3S,4S)-3-Benzyloxy-1-[bis-(4-methoxy-phenyl)-methyl]-4-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-azetidin-2-one (1053639-86-3)

Guidance literature:

Multi-step reaction with 2 steps

1: MgSO₄ / CH₂Cl₂ / 4 h / 0 °C

2: NEt₃ / CH₂Cl₂ / -78 deg C to RT, 24 h

With magnesium sulfate; triethylamine; In dichloromethane;

DOI:10.1021/jo00059a003

Reference yield:

(S)-2-(O-tert-butyldiphenylsilyloxy)propanal (87696-33-1) → (3S,4S)-3-Benzyloxy-1-[bis-(4-methoxy-phenyl)-methyl]-4-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-azetidin-2-one (1053639-86-3)

Guidance literature:

Multi-step reaction with 2 steps

1: MgSO₄ / CH₂Cl₂ / 4 h / 0 °C

2: NEt₃ / CH₂Cl₂ / -78 deg C to RT, 24 h

With magnesium sulfate; triethylamine; In dichloromethane;

DOI:10.1021/jo00059a003

Reference yield:

Benzyloxyacetyl chloride (19810-31-2) + [Bis-(4-methoxy-phenyl)-methyl]-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-prop-(E)-ylidene]-amine → (3S,4S)-3-Benzyloxy-1-[bis-(4-methoxy-phenyl)-methyl]-4-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-azetidin-2-one (1053639-86-3)

Guidance literature:

With triethylamine; In dichloromethane; -78 deg C to RT, 24 h;

DOI:10.1021/jo00059a003

upstream raw materials:

Benzyloxyacetyl chloride

p,p'-dimethoxybenzhydrylamine

(S)-2-(O-tert-butyldiphenylsilyloxy)propanal

Downstream raw materials:

(2S,3S,4S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-isocyano-pentanoic acid methyl ester

(2S,3S,4S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-formylamino-pentanoic acid methyl ester

(2S,3S,4S)-3-Amino-2-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-pentanoic acid methyl ester

(2S,4S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-pentanoic acid methyl ester

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