(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-(4-methoxy-phenylamino)-phenyl-methyl]-butyric acid

Base Information

• Chemical Name: (2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-(4-methoxy-phenylamino)-phenyl-methyl]-butyric acid
• CAS No.: 179997-05-8
• Molecular Formula: C₂₄H₃₅NO₄Si
• Molecular Weight: 429.632

Synonyms:(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-(4-methoxy-phenylamino)-phenyl-methyl]-butyric acid

Chemical Property of (2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-(4-methoxy-phenylamino)-phenyl-methyl]-butyric acid

Chemical Property:

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Technology Process of (2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-(4-methoxy-phenylamino)-phenyl-methyl]-butyric acid

There total 3 articles about (2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-(4-methoxy-phenylamino)-phenyl-methyl]-butyric acid 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: 50.0%

(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-(4-methoxy-phenylamino)-phenyl-methyl]-butyric acid methyl ester (179996-99-7) → (2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-(4-methoxy-phenylamino)-phenyl-methyl]-butyric acid (179997-05-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran;

DOI:10.1246/cl.1996.545

Reference yield:

[4-(benzylideneamino)phenyl]methanol (783-08-4) → (2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-(4-methoxy-phenylamino)-phenyl-methyl]-butyric acid (179997-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / TiI₄ / CH₂Cl₂ / -78 °C

2: 50 percent / 1N aq. NaOH / tetrahydrofuran

With sodium hydroxide; titanium(IV) iodide; In tetrahydrofuran; dichloromethane;

DOI:10.1246/cl.1996.545

Reference yield:

(E)-(R)-3-(tert-Butyl-dimethyl-silanyloxy)-1-methoxy-1-trimethylsilanyloxy-but-1-ene → (2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-(4-methoxy-phenylamino)-phenyl-methyl]-butyric acid (179997-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / TiI₄ / CH₂Cl₂ / -78 °C

2: 50 percent / 1N aq. NaOH / tetrahydrofuran

With sodium hydroxide; titanium(IV) iodide; In tetrahydrofuran; dichloromethane;

DOI:10.1246/cl.1996.545

upstream raw materials:

(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-(4-methoxy-phenylamino)-phenyl-methyl]-butyric acid methyl ester

[4-(benzylideneamino)phenyl]methanol

Downstream raw materials:

(3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one

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