(3S,7S)-7-benzyloxycarbonylamino-3-methoxycarbonyl-3,7-dimethyl-1,5-diazabicyclo[4.3.0]non-5-ene

Base Information

Chemical Name:(3S,7S)-7-benzyloxycarbonylamino-3-methoxycarbonyl-3,7-dimethyl-1,5-diazabicyclo[4.3.0]non-5-ene
CAS No.:951172-78-4
Molecular Formula:C₁₉H₂₅N₃O₄
Molecular Weight:359.425
Hs Code.:

Synonyms:(3S,7S)-7-benzyloxycarbonylamino-3-methoxycarbonyl-3,7-dimethyl-1,5-diazabicyclo[4.3.0]non-5-ene

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Chemical Property of (3S,7S)-7-benzyloxycarbonylamino-3-methoxycarbonyl-3,7-dimethyl-1,5-diazabicyclo[4.3.0]non-5-ene

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Technology Process of (3S,7S)-7-benzyloxycarbonylamino-3-methoxycarbonyl-3,7-dimethyl-1,5-diazabicyclo[4.3.0]non-5-ene

There total 11 articles about (3S,7S)-7-benzyloxycarbonylamino-3-methoxycarbonyl-3,7-dimethyl-1,5-diazabicyclo[4.3.0]non-5-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: 47.0%

: (3RS,7S)-7-benzyloxycarbonylamino-3-methoxycarbonyl-7-methyl-1,5-diazabicyclo[4.3.0]non-5-ene

: 74-88-4
methyl iodide

: 951172-78-4
(3S,7S)-7-benzyloxycarbonylamino-3-methoxycarbonyl-3,7-dimethyl-1,5-diazabicyclo[4.3.0]non-5-ene

Guidance literature:: (3RS,7S)-7-benzyloxycarbonylamino-3-methoxycarbonyl-7-methyl-1,5-diazabicyclo[4.3.0]non-5-ene; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 2h;

methyl iodide; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;
DOI:10.1021/jo071074x

Reference yield:

: 951172-74-0
(3R)-3-benzyloxycarbonylamino-3-methyl-1-((2RS)-2-methoxycarbonyl-3-phthalimidopropyl)pyrrolidine-2-thione

: 951172-78-4
(3S,7S)-7-benzyloxycarbonylamino-3-methoxycarbonyl-3,7-dimethyl-1,5-diazabicyclo[4.3.0]non-5-ene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 68 percent / hydrazine / methanol / 24 h / 20 °C

2.1: 62 percent / HgCl₂ / dioxane / 24 h / Heating

3.1: lithium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 °C

3.2: 47 percent / tetrahydrofuran / -78 - 20 °C

With mercury dichloride; lithium hexamethyldisilazane; hydrazine; In tetrahydrofuran; 1,4-dioxane; methanol;
DOI:10.1021/jo071074x

Reference yield:

: methyl 3-amino-2-(phthalimidomethyl)propanoate hydrobromide

: 951172-78-4
(3S,7S)-7-benzyloxycarbonylamino-3-methoxycarbonyl-3,7-dimethyl-1,5-diazabicyclo[4.3.0]non-5-ene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 15.5 g / sodium cyanoborohydride; acetic acid / methanol / 72 h / 20 °C / pH 6

2.1: 56 percent / Lawesson's reagent / toluene / 1.5 h / Heating

3.1: 68 percent / hydrazine / methanol / 24 h / 20 °C

4.1: 62 percent / HgCl₂ / dioxane / 24 h / Heating

5.1: lithium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 °C

5.2: 47 percent / tetrahydrofuran / -78 - 20 °C

With Lawessons reagent; sodium cyanoborohydride; acetic acid; mercury dichloride; lithium hexamethyldisilazane; hydrazine; In tetrahydrofuran; 1,4-dioxane; methanol; toluene;
DOI:10.1021/jo071074x