trans-N-(tert-Butoxycarbonyl)-3-<<3-(tert-butoxycarbonyl)-4-methoxyphenyl>oxy>proline

Base Information

• Chemical Name: trans-N-(tert-Butoxycarbonyl)-3-<<3-(tert-butoxycarbonyl)-4-methoxyphenyl>oxy>proline
• CAS No.: 86272-66-4
• Molecular Formula: C₂₂H₃₁NO₈
• Molecular Weight: 437.49

Synonyms:trans-N-(tert-Butoxycarbonyl)-3-<<3-(tert-butoxycarbonyl)-4-methoxyphenyl>oxy>proline

Chemical Property of trans-N-(tert-Butoxycarbonyl)-3-<<3-(tert-butoxycarbonyl)-4-methoxyphenyl>oxy>proline

Chemical Property:

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Technology Process of trans-N-(tert-Butoxycarbonyl)-3-<<3-(tert-butoxycarbonyl)-4-methoxyphenyl>oxy>proline

There total 1 articles about trans-N-(tert-Butoxycarbonyl)-3-<<3-(tert-butoxycarbonyl)-4-methoxyphenyl>oxy>proline 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: 97.0%

di-tert-butyl dicarbonate (24424-99-5) + trans-3-<<3-(tert-Butoxycarbonyl)-4-methoxyphenyl>oxy>proline (79816-21-0) → trans-N-(tert-Butoxycarbonyl)-3-<<3-(tert-butoxycarbonyl)-4-methoxyphenyl>oxy>proline (86272-66-4)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; Ambient temperature;

DOI:10.1021/jo00164a010

Reference yield: 95.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + trans-N-(tert-Butoxycarbonyl)-3-<<3-(tert-butoxycarbonyl)-4-methoxyphenyl>oxy>proline (86272-66-4) → Methyl Ester of trans-N-(tert-Butoxycarbonyl)-3-<<3-(tert-butoxycarbonyl)-4-methoxyphenyl>oxy>proline (79816-23-2)

Guidance literature:

In methanol; diethyl ether;

DOI:10.1021/jo00164a010

Reference yield: 46.5%

benzyl prolinate hydrochloride (80089-24-3) + trans-N-(tert-Butoxycarbonyl)-3-<<3-(tert-butoxycarbonyl)-4-methoxyphenyl>oxy>proline (86272-66-4) → Benzylic Ester of N-<3-<<3-(tert-Butoxycarbonyl)-4-methoxyphenyl>oxy>-N-(tert-butoxycarbonyl)-(2S,3S)-prolyl>-(S)-proline (86272-67-5) + Benzylic Ester of N-<3-<<3-(tert-Butoxycarbonyl)-4-methoxyphenyl>oxy>-N-(tert-butoxycarbonyl)-(2R,3R)-prolyl>-(S)-proline (86272-68-6)

Guidance literature:

With 4-methyl-morpholine; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1021/jo00164a010

upstream raw materials:

di-tert-butyl dicarbonate

trans-3-<<3-(tert-Butoxycarbonyl)-4-methoxyphenyl>oxy>proline

Downstream raw materials:

Methyl Ester of trans-N-(tert-Butoxycarbonyl)-3-<<3-(tert-butoxycarbonyl)-4-methoxyphenyl>oxy>proline

Benzylic Ester of N-<3-<<3-(tert-Butoxycarbonyl)-4-methoxyphenyl>oxy>-N-(tert-butoxycarbonyl)-(2S,3S)-prolyl>-(S)-proline

Benzylic Ester of N-<3-<<3-(tert-Butoxycarbonyl)-4-methoxyphenyl>oxy>-N-(tert-butoxycarbonyl)-(2R,3R)-prolyl>-(S)-proline

Methyl Ester of N-<3-<<3-(tert-Butoxycarbonyl)-4-methoxyphenyl>oxy>-N-(tert-butoxycarbonyl)-(2S,3S)-prolyl>-(S)-proline

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