(3S,4S,5S,6S)-2,7-dimethyl-3-[N-(benzyloxycarbonyl)amino]-4,5-di-[2'-(methoxy)ethoxymethoxy]-6-azidooctane

Base Information

Chemical Name:(3S,4S,5S,6S)-2,7-dimethyl-3-[N-(benzyloxycarbonyl)amino]-4,5-di-[2'-(methoxy)ethoxymethoxy]-6-azidooctane
CAS No.:404589-18-0
Molecular Formula:C₂₆H₄₄N₄O₈
Molecular Weight:540.657
Hs Code.:

Synonyms:(3S,4S,5S,6S)-2,7-dimethyl-3-[N-(benzyloxycarbonyl)amino]-4,5-di-[2'-(methoxy)ethoxymethoxy]-6-azidooctane

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Chemical Property of (3S,4S,5S,6S)-2,7-dimethyl-3-[N-(benzyloxycarbonyl)amino]-4,5-di-[2'-(methoxy)ethoxymethoxy]-6-azidooctane

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Technology Process of (3S,4S,5S,6S)-2,7-dimethyl-3-[N-(benzyloxycarbonyl)amino]-4,5-di-[2'-(methoxy)ethoxymethoxy]-6-azidooctane

There total 6 articles about (3S,4S,5S,6S)-2,7-dimethyl-3-[N-(benzyloxycarbonyl)amino]-4,5-di-[2'-(methoxy)ethoxymethoxy]-6-azidooctane 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: 86.0%

: 3970-21-6
2-Methoxyethoxymethyl chloride

: 404589-22-6
(3S,4S,5S,6S)-2,7-dimethyl-3-[N-(benzyloxycarbonyl)amino]-4,5-dihydroxy-6-azidooctane

: 404589-18-0
(3S,4S,5S,6S)-2,7-dimethyl-3-[N-(benzyloxycarbonyl)amino]-4,5-di-[2'-(methoxy)ethoxymethoxy]-6-azidooctane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; for 144h;

Reference yield:

: 24210-19-3
methyl (2S)-3-methyl-[(benzyloxy)carbonylamino]butanoate

: 404589-18-0
(3S,4S,5S,6S)-2,7-dimethyl-3-[N-(benzyloxycarbonyl)amino]-4,5-di-[2'-(methoxy)ethoxymethoxy]-6-azidooctane

Guidance literature:: Multi-step reaction with 6 steps

1.1: BuLi / hexane; tetrahydrofuran / 0.17 h / -78 °C

1.2: hexane; tetrahydrofuran / 3 h / -78 - -30 °C

2.1: 82 percent / K₂CO₃ / ethanol / 3 h / 25 °C

3.1: 83 percent / NaBH₄ / methanol / 1 h / 0 °C

4.1: 60 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 24 h / 20 °C

5.1: 82 percent / Et₂AlN₃ / toluene / 0 - 25 °C

6.1: 86 percent / DIPEA / CH₂Cl₂ / 144 h / 25 °C

With sodium tetrahydroborate; n-butyllithium; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; toluene;

Reference yield:

: 404589-13-5
(6S)-2,7-dimethyl-6-[N-(benzyloxycarbonyl)amino]-3-octen-5-one

: 404589-18-0
(3S,4S,5S,6S)-2,7-dimethyl-3-[N-(benzyloxycarbonyl)amino]-4,5-di-[2'-(methoxy)ethoxymethoxy]-6-azidooctane

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / NaBH₄ / methanol / 1 h / 0 °C

2: 60 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 24 h / 20 °C

3: 82 percent / Et₂AlN₃ / toluene / 0 - 25 °C

4: 86 percent / DIPEA / CH₂Cl₂ / 144 h / 25 °C

With sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; toluene;