[1,2-bis-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [1,2-bis-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 787590-31-2
• Molecular Formula: C₃₈H₄₄N₂O₆
• Molecular Weight: 624.777

Synonyms:[1,2-bis-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-ethyl]-carbamic acid tert-butyl ester

Chemical Property of [1,2-bis-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-ethyl]-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [1,2-bis-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-ethyl]-carbamic acid tert-butyl ester

There total 4 articles about [1,2-bis-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-ethyl]-carbamic acid tert-butyl 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: 87.0%

(1S,2S)-(-)-1,2-bis(tert-butoxycarbonylamino)-1,2-bis(4-hydroxyphenyl)ethane (787590-29-8) + benzyl bromide (100-39-0) → [1,2-bis-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-ethyl]-carbamic acid tert-butyl ester (787590-31-2)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In acetone; Heating;

DOI:10.1055/s-2005-869862

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → [1,2-bis-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-ethyl]-carbamic acid tert-butyl ester (787590-31-2)

Guidance literature:

Multi-step reaction with 2 steps

1: DIPEA / tetrahydrofuran / 0 - 20 °C

2: 87 percent / K₂CO₃; 18-crown-6 / acetone / Heating

With 18-crown-6 ether; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; acetone;

DOI:10.1055/s-2005-869862

Reference yield:

(1S,2S)-1,2-bis(4-methoxyphenyl)ethane-1,2-diamine (58520-04-0,117106-36-2) → [1,2-bis-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-ethyl]-carbamic acid tert-butyl ester (787590-31-2)

Guidance literature:

Multi-step reaction with 3 steps

1: BBr₃ / CH₂Cl₂ / 48 h

2: DIPEA / tetrahydrofuran / 0 - 20 °C

3: 87 percent / K₂CO₃; 18-crown-6 / acetone / Heating

With 18-crown-6 ether; boron tribromide; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1055/s-2005-869862

upstream raw materials:

(1S,2S)-(-)-1,2-bis(tert-butoxycarbonylamino)-1,2-bis(4-hydroxyphenyl)ethane

benzyl bromide

di-tert-butyl dicarbonate

(1S,2S)-1,2-bis(4-methoxyphenyl)ethane-1,2-diamine

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