2-(S)-[bis(tert-butoxycarbonyl)amino]-6-oxo-hexanoic acid benzyl ester

Base Information

• Chemical Name: 2-(S)-[bis(tert-butoxycarbonyl)amino]-6-oxo-hexanoic acid benzyl ester
• CAS No.: 561042-27-1
• Molecular Formula: C₂₃H₃₃NO₇
• Molecular Weight: 435.518
• Mol file: 561042-27-1.mol

Synonyms:2-(S)-[bis(tert-butoxycarbonyl)amino]-6-oxo-hexanoic acid benzyl ester

Chemical Property of 2-(S)-[bis(tert-butoxycarbonyl)amino]-6-oxo-hexanoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 2-(S)-[bis(tert-butoxycarbonyl)amino]-6-oxo-hexanoic acid benzyl ester

There total 2 articles about 2-(S)-[bis(tert-butoxycarbonyl)amino]-6-oxo-hexanoic acid benzyl 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: 98.0%

benzyl 2-(S)-[bis-(tert-butoxycarbonyl)amino]-6-hydroxyhexanoate (1310077-23-6) → 2-(S)-[bis(tert-butoxycarbonyl)amino]-6-oxo-hexanoic acid benzyl ester (561042-27-1)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 1h;

Reference yield:

benzyl 2-(S)-[bis-(tert-butoxycarbonyl)amino]-5-hexenoate (1310077-22-5) → 2-(S)-[bis(tert-butoxycarbonyl)amino]-6-oxo-hexanoic acid benzyl ester (561042-27-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 26 h / 0 - 20 °C

1.2: 3 h / 0 °C

2.1: Dess-Martin periodane / dichloromethane / 1 h / 0 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 2.1: |Dess-Martin Oxidation;

Reference yield: 29.0%

2-(S)-[bis(tert-butoxycarbonyl)amino]-6-oxo-hexanoic acid benzyl ester (561042-27-1) + tert-butyl N-tert-butyloxycarbonyl-L-lysinate (7750-42-7) → 2-(4-(S)-benzyloxycarbonyl-4-bis-tert-butoxycarbonylamino-butyl)-3,5-bis-(3-(S)-benzyloxycarbonyl-3-tert-butoxycarbonylamino-propyl)-1-(5-(S)-tert-butoxycarbonyl-5-tert-butoxycarbonylamino-pentyl)-pyridinium

Guidance literature:

With praseodymium(III) trifluoromethanesulfonate; In methanol; water; at 20 ℃; for 24h;

upstream raw materials:

benzyl 2-(S)-[bis-(tert-butoxycarbonyl)amino]-5-hexenoate

benzyl 2-(S)-[bis-(tert-butoxycarbonyl)amino]-6-hydroxyhexanoate

Downstream raw materials:

C₄₃H₅₇NO₈Si