(6S,7S,8S)-6-<<(Benzyloxy)carbonyl>amino>-7,8-bis<(methoxymethyl)oxy>non-1-ene

Base Information

Chemical Name:(6S,7S,8S)-6-<<(Benzyloxy)carbonyl>amino>-7,8-bis<(methoxymethyl)oxy>non-1-ene
CAS No.:117941-21-6
Molecular Formula:C₂₁H₃₃NO₆
Molecular Weight:395.496
Hs Code.:

Synonyms:(6S,7S,8S)-6-<<(Benzyloxy)carbonyl>amino>-7,8-bis<(methoxymethyl)oxy>non-1-ene

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Chemical Property of (6S,7S,8S)-6-<<(Benzyloxy)carbonyl>amino>-7,8-bis<(methoxymethyl)oxy>non-1-ene

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Technology Process of (6S,7S,8S)-6-<<(Benzyloxy)carbonyl>amino>-7,8-bis<(methoxymethyl)oxy>non-1-ene

There total 7 articles about (6S,7S,8S)-6-<<(Benzyloxy)carbonyl>amino>-7,8-bis<(methoxymethyl)oxy>non-1-ene 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:

: 501-53-1,94274-21-2
benzyl chloroformate

: (S)-1-((1S,2S)-1,2-Bis-methoxymethoxy-propyl)-hex-5-enylamine

: 117941-21-6
(6S,7S,8S)-6-<<(Benzyloxy)carbonyl>amino>-7,8-bis<(methoxymethyl)oxy>non-1-ene

Guidance literature:: With sodium carbonate; In dichloromethane; at 0 ℃; for 0.0833333h; Yield given;
DOI:10.1021/ja00186a038

Reference yield:

: 104465-59-0
(2R,3S)-2,3-bis<(methoxymethyl)oxy>-1-butanal

: 117941-21-6
(6S,7S,8S)-6-<<(Benzyloxy)carbonyl>amino>-7,8-bis<(methoxymethyl)oxy>non-1-ene

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Mg / 1.) THF, 2.) THF, -78 deg C, 30 min

2: oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 °C

3: 75 percent / 1 M LiBH(sec-Bu)3 / tetrahydrofuran / 1 h / -78 °C

4: 60 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 14 h / Ambient temperature

5: hydrazine hydrate / ethanol / 2.5 h / Heating

6: aq. Na₂CO₃ / CH₂Cl₂ / 0.08 h / 0 °C

With oxalyl dichloride; L-Selectride; sodium carbonate; hydrazine hydrate; magnesium; dimethyl sulfoxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja00186a038

Reference yield:

: 117941-18-1
(2S,3R)-2,3-Bis<(methoxymethyl)oxy>-8-nonen-4-one

: 117941-21-6
(6S,7S,8S)-6-<<(Benzyloxy)carbonyl>amino>-7,8-bis<(methoxymethyl)oxy>non-1-ene

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / 1 M LiBH(sec-Bu)3 / tetrahydrofuran / 1 h / -78 °C

2: 60 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 14 h / Ambient temperature

3: hydrazine hydrate / ethanol / 2.5 h / Heating

4: aq. Na₂CO₃ / CH₂Cl₂ / 0.08 h / 0 °C

With L-Selectride; sodium carbonate; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja00186a038