benzyl (5Z)-N-(tert-butoxycarbonyl)-N-[2-(tert-butyldimethylsilyloxy)ethyl]-10-amino-10-methylundec-5-enoate

Base Information

Chemical Name:benzyl (5Z)-N-(tert-butoxycarbonyl)-N-[2-(tert-butyldimethylsilyloxy)ethyl]-10-amino-10-methylundec-5-enoate
CAS No.:329309-33-3
Molecular Formula:C₃₂H₅₅NO₅Si
Molecular Weight:561.878
Hs Code.:

Synonyms:benzyl (5Z)-N-(tert-butoxycarbonyl)-N-[2-(tert-butyldimethylsilyloxy)ethyl]-10-amino-10-methylundec-5-enoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl (5Z)-N-(tert-butoxycarbonyl)-N-[2-(tert-butyldimethylsilyloxy)ethyl]-10-amino-10-methylundec-5-enoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of benzyl (5Z)-N-(tert-butoxycarbonyl)-N-[2-(tert-butyldimethylsilyloxy)ethyl]-10-amino-10-methylundec-5-enoate

There total 6 articles about benzyl (5Z)-N-(tert-butoxycarbonyl)-N-[2-(tert-butyldimethylsilyloxy)ethyl]-10-amino-10-methylundec-5-enoate 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: 96.0%

: 100-51-6,185532-71-2
benzyl alcohol

: 329309-32-2
(5Z)-N-(tert-butoxycarbonyl)-N-[2-(tert-butyldimethylsilyloxy)ethyl]-10-amino-10-methylundec-5-enoic acid

: 329309-33-3
benzyl (5Z)-N-(tert-butoxycarbonyl)-N-[2-(tert-butyldimethylsilyloxy)ethyl]-10-amino-10-methylundec-5-enoate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 14h;
DOI:10.1021/jo001247h

Reference yield:

: 109-67-1
1-penten

: 329309-33-3
benzyl (5Z)-N-(tert-butoxycarbonyl)-N-[2-(tert-butyldimethylsilyloxy)ethyl]-10-amino-10-methylundec-5-enoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: Mg; CuI / diethyl ether / -78 - 20 °C

1.2: 78 percent / CH₂Cl₂ / -78 - 20 °C

2.1: 92 percent Turnov_. / NaH / dimethylformamide / 96 h / 0 - 20 °C

3.1: 58 percent / sodium naphthalenide / 1,2-dimethoxy-ethane / -78 - 20 °C

4.1: 75 percent / DMAP; Et₃N / tetrahydrofuran / 72 h / 20 °C

5.1: O₃ / various solvent(s) / 0.25 h / -78 °C

5.2: 94 percent / KN(TMS)2 / tetrahydrofuran / 2 h / -78 - 20 °C

6.1: 96 percent / DMAP; EDCI*HCl / CH₂Cl₂ / 14 h / 0 - 20 °C

With dmap; copper(l) iodide; sodium naphthalenide; sodium hydride; ozone; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 5.2: Wittig olefination;
DOI:10.1021/jo001247h

Reference yield:

: 329309-28-6
N-(2-methylhept-6-en-2-yl)toluene-4-sulfonamide

: 329309-33-3
benzyl (5Z)-N-(tert-butoxycarbonyl)-N-[2-(tert-butyldimethylsilyloxy)ethyl]-10-amino-10-methylundec-5-enoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent Turnov_. / NaH / dimethylformamide / 96 h / 0 - 20 °C

2.1: 58 percent / sodium naphthalenide / 1,2-dimethoxy-ethane / -78 - 20 °C

3.1: 75 percent / DMAP; Et₃N / tetrahydrofuran / 72 h / 20 °C

4.1: O₃ / various solvent(s) / 0.25 h / -78 °C

4.2: 94 percent / KN(TMS)2 / tetrahydrofuran / 2 h / -78 - 20 °C

5.1: 96 percent / DMAP; EDCI*HCl / CH₂Cl₂ / 14 h / 0 - 20 °C

With dmap; sodium naphthalenide; sodium hydride; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; 4.2: Wittig olefination;
DOI:10.1021/jo001247h