Benzoic acid (2S,3S)-3-azido-3-[(1S,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propylcarbamoyl]-2-methoxymethoxy-propyl ester

Base Information

• Chemical Name: Benzoic acid (2S,3S)-3-azido-3-[(1S,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propylcarbamoyl]-2-methoxymethoxy-propyl ester
• CAS No.: 1028295-80-8
• Molecular Formula: C₄₁H₅₀N₄O₉Si
• Molecular Weight: 770.955

Synonyms:Benzoic acid (2S,3S)-3-azido-3-[(1S,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propylcarbamoyl]-2-methoxymethoxy-propyl ester

Chemical Property of Benzoic acid (2S,3S)-3-azido-3-[(1S,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propylcarbamoyl]-2-methoxymethoxy-propyl ester

Chemical Property:

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Technology Process of Benzoic acid (2S,3S)-3-azido-3-[(1S,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propylcarbamoyl]-2-methoxymethoxy-propyl ester

There total 8 articles about Benzoic acid (2S,3S)-3-azido-3-[(1S,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propylcarbamoyl]-2-methoxymethoxy-propyl ester 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:

(2S,3R)-2-azido-4-O-(4-methoxybenzyl)butan-1,3,4-triol (143833-83-4) → Benzoic acid (2S,3S)-3-azido-3-[(1S,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propylcarbamoyl]-2-methoxymethoxy-propyl ester (1028295-80-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / imidazole / CH₂Cl₂ / 20 °C

2: 80 percent / H₂ / Pd/C / ethyl acetate

3: DCC; HOAt / tetrahydrofuran / 20 °C

With 1H-imidazole; 1-hydroxy-7-aza-benzotriazole; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.3987/COM-02-S42

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → Benzoic acid (2S,3S)-3-azido-3-[(1S,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propylcarbamoyl]-2-methoxymethoxy-propyl ester (1028295-80-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / imidazole / CH₂Cl₂ / 20 °C

2: 80 percent / H₂ / Pd/C / ethyl acetate

3: DCC; HOAt / tetrahydrofuran / 20 °C

With 1H-imidazole; 1-hydroxy-7-aza-benzotriazole; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.3987/COM-02-S42

Reference yield:

(2R,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-butan-2-ol (193893-12-8) → Benzoic acid (2S,3S)-3-azido-3-[(1S,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propylcarbamoyl]-2-methoxymethoxy-propyl ester (1028295-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / H₂ / Pd/C / ethyl acetate

2: DCC; HOAt / tetrahydrofuran / 20 °C

With 1-hydroxy-7-aza-benzotriazole; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.3987/COM-02-S42

upstream raw materials:

(2R,3S)-3-Amino-4-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-butan-2-ol

Benzoic acid (2S,3S)-3-azido-3-carboxy-2-methoxymethoxy-propyl ester

benzoyl chloride

(2S,3R)-2-azido-4-O-(4-methoxybenzyl)butan-1,3,4-triol

Downstream raw materials:

C₄₀H₄₆N₄O₉Si

C₄₀H₄₄N₄O₉Si

C₄₁H₄₈N₂O₈Si

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