((Z)-(3S,6S,15S)-15-Benzyloxymethyl-3-isopropyl-2,5-dioxo-1,4-diaza-cyclopentadec-10-en-6-yl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((Z)-(3S,6S,15S)-15-Benzyloxymethyl-3-isopropyl-2,5-dioxo-1,4-diaza-cyclopentadec-10-en-6-yl)-carbamic acid tert-butyl ester
CAS No.:204712-01-6
Molecular Formula:C₂₉H₄₅N₃O₅
Molecular Weight:515.693
Hs Code.:

Synonyms:((Z)-(3S,6S,15S)-15-Benzyloxymethyl-3-isopropyl-2,5-dioxo-1,4-diaza-cyclopentadec-10-en-6-yl)-carbamic acid tert-butyl ester

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Chemical Property of ((Z)-(3S,6S,15S)-15-Benzyloxymethyl-3-isopropyl-2,5-dioxo-1,4-diaza-cyclopentadec-10-en-6-yl)-carbamic acid tert-butyl ester

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Technology Process of ((Z)-(3S,6S,15S)-15-Benzyloxymethyl-3-isopropyl-2,5-dioxo-1,4-diaza-cyclopentadec-10-en-6-yl)-carbamic acid tert-butyl ester

There total 13 articles about ((Z)-(3S,6S,15S)-15-Benzyloxymethyl-3-isopropyl-2,5-dioxo-1,4-diaza-cyclopentadec-10-en-6-yl)-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: 88.0%

: 204712-00-5
{(S)-1-[(S)-1-((S)-1-Benzyloxymethyl-hex-5-enylcarbamoyl)-2-methyl-propylcarbamoyl]-hex-5-enyl}-carbamic acid tert-butyl ester

: 204712-01-6
((Z)-(3S,6S,15S)-15-Benzyloxymethyl-3-isopropyl-2,5-dioxo-1,4-diaza-cyclopentadec-10-en-6-yl)-carbamic acid tert-butyl ester

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; for 24h;
DOI:10.1016/S0960-894X(98)00025-0

Reference yield:

: (S)-3-((S)-2-Amino-hept-6-enoyl)-4-benzyl-oxazolidin-2-one

: 204712-01-6
((Z)-(3S,6S,15S)-15-Benzyloxymethyl-3-isopropyl-2,5-dioxo-1,4-diaza-cyclopentadec-10-en-6-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) SnCl₂, 2.) NaHCO₃

2: 91 percent / LiBH₄

3: 79 percent / Bu₄NI, NaH / tetrahydrofuran / -45 °C

4: TFA, H₂O / CH₂Cl₂

5: EDCl, HOBt / CH₂Cl₂

6: TFA, H₂O / CH₂Cl₂

7: EDCl, HOBt / CH₂Cl₂

8: 88 percent / (Cy₃P)2(Cl)2Ru=H(Ph) / CH₂Cl₂ / 24 h

With Grubbs catalyst first generation; lithium borohydride; water; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; tin(ll) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0960-894X(98)00025-0

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 204712-01-6
((Z)-(3S,6S,15S)-15-Benzyloxymethyl-3-isopropyl-2,5-dioxo-1,4-diaza-cyclopentadec-10-en-6-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: EDCl, HOBt / CH₂Cl₂

2: TFA, H₂O / CH₂Cl₂

3: EDCl, HOBt / CH₂Cl₂

4: 88 percent / (Cy₃P)2(Cl)2Ru=H(Ph) / CH₂Cl₂ / 24 h

With Grubbs catalyst first generation; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0960-894X(98)00025-0