(3S,4R,5R)-5-(3-Benzyloxy-propyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one

Base Information

• Chemical Name: (3S,4R,5R)-5-(3-Benzyloxy-propyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one
• CAS No.: 196094-12-9
• Molecular Formula: C₄₀H₆₇NO₅Si₂
• Molecular Weight: 698.147

Synonyms:(3S,4R,5R)-5-(3-Benzyloxy-propyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one

Chemical Property of (3S,4R,5R)-5-(3-Benzyloxy-propyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one

Chemical Property:

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Technology Process of (3S,4R,5R)-5-(3-Benzyloxy-propyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one

There total 3 articles about (3S,4R,5R)-5-(3-Benzyloxy-propyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-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:

(3S,4S)-5-(3-Benzyloxy-propyl)-5-hydroxy-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one → (3S,4R,5R)-5-(3-Benzyloxy-propyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one (196094-12-9)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; Yield given;

DOI:10.1055/s-1997-962

Reference yield:

3-benzyloxypropylmagnesium bromide (183312-54-1) → (3S,4R,5R)-5-(3-Benzyloxy-propyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one (196094-12-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / -78 - 0 °C

2: Et₃SiH, BF₃*Et₂O / CH₂Cl₂ / -78 °C

With triethylsilane; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1997-962

Reference yield:

(3S,4S)-1-(4-Methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidine-2,5-dione → (3S,4R,5R)-5-(3-Benzyloxy-propyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one (196094-12-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / -78 - 0 °C

2: Et₃SiH, BF₃*Et₂O / CH₂Cl₂ / -78 °C

With triethylsilane; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1997-962

upstream raw materials:

3-benzyloxypropylmagnesium bromide

Downstream raw materials:

(3S,4R,5R)-5-(3-Hydroxy-propyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one

{(1R,2R,3S,4S)-2,3,4-Tris-benzyloxy-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-5,6-dihydroxy-hexyl}-carbamic acid tert-butyl ester

(2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-6-hydroxy-piperidine-1-carboxylic acid tert-butyl ester

(3S,4R,5R)-1-(4-Methoxy-benzyl)-5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one

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