(S)-tert-butyl 2-(benzyloxy)-1-(7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)ethyl carbamate

Base Information

• Chemical Name: (S)-tert-butyl 2-(benzyloxy)-1-(7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)ethyl carbamate
• CAS No.: 1313226-72-0
• Molecular Formula: C₂₄H₂₉NO₇
• Molecular Weight: 443.497
• Mol file: 1313226-72-0.mol

Synonyms:(S)-tert-butyl 2-(benzyloxy)-1-(7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)ethyl carbamate

Chemical Property of (S)-tert-butyl 2-(benzyloxy)-1-(7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)ethyl carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl 2-(benzyloxy)-1-(7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)ethyl carbamate

There total 3 articles about (S)-tert-butyl 2-(benzyloxy)-1-(7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)ethyl carbamate 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:

C24H31NO8 → (S)-tert-butyl 2-(benzyloxy)-1-(7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)ethyl carbamate (1313226-72-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo2009356

Reference yield:

(S)-tert-butyl 3-(benzyloxy)-1-(1H-imidazol-1-yl)-1-oxopropan-2-ylcarbamate (1313226-62-8) → (S)-tert-butyl 2-(benzyloxy)-1-(7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)ethyl carbamate (1313226-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.67 h / -78 °C / Inert atmosphere

1.2: -78 - -30 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

With triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jo2009356

Reference yield:

BOC-O-benzyl-L-serine (23680-31-1) → (S)-tert-butyl 2-(benzyloxy)-1-(7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)ethyl carbamate (1313226-72-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.67 h / -78 °C / Inert atmosphere

2.2: -78 - -30 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

With triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jo2009356

upstream raw materials:

(S)-tert-butyl 3-(benzyloxy)-1-(1H-imidazol-1-yl)-1-oxopropan-2-ylcarbamate

BOC-O-benzyl-L-serine

Downstream raw materials:

(R)-tert-butyl 1-(benzyloxymethyl)-4,6-dihydroxy-3-oxoisoindoline-2-carboxylate