(S)-1-[(1S,2R,6R)-3-benzyloxycarbonyl-7-oxa-3-azabicyclo[4.1.0]-heptan-2-yl]-1,2-ethanediol

Base Information

Chemical Name:(S)-1-[(1S,2R,6R)-3-benzyloxycarbonyl-7-oxa-3-azabicyclo[4.1.0]-heptan-2-yl]-1,2-ethanediol
CAS No.:1415098-91-7
Molecular Formula:C₁₅H₁₉NO₅
Molecular Weight:293.32
Hs Code.:

Synonyms:(S)-1-[(1S,2R,6R)-3-benzyloxycarbonyl-7-oxa-3-azabicyclo[4.1.0]-heptan-2-yl]-1,2-ethanediol

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Chemical Property of (S)-1-[(1S,2R,6R)-3-benzyloxycarbonyl-7-oxa-3-azabicyclo[4.1.0]-heptan-2-yl]-1,2-ethanediol

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Technology Process of (S)-1-[(1S,2R,6R)-3-benzyloxycarbonyl-7-oxa-3-azabicyclo[4.1.0]-heptan-2-yl]-1,2-ethanediol

There total 3 articles about (S)-1-[(1S,2R,6R)-3-benzyloxycarbonyl-7-oxa-3-azabicyclo[4.1.0]-heptan-2-yl]-1,2-ethanediol 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: 80.0%

: 1415098-87-1
(S)-1-[(S)-1-benzyloxycarbonyl-1,2,5,6-tetrahydropyridin-2-yl]-1,2-ethanediol

: 1415098-91-7
(S)-1-[(1S,2R,6R)-3-benzyloxycarbonyl-7-oxa-3-azabicyclo[4.1.0]-heptan-2-yl]-1,2-ethanediol

Guidance literature:: With trifluoroacetyl peroxide; dihydrogen peroxide; sodium carbonate; urea; In dichloromethane; at 0 ℃; diastereoselective reaction;
DOI:10.1039/c2ob26732b

Reference yield:

: 1415098-65-5
N-{(S)-1-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]allyl}-3-buten-1-amine

: 1415098-91-7
(S)-1-[(1S,2R,6R)-3-benzyloxycarbonyl-7-oxa-3-azabicyclo[4.1.0]-heptan-2-yl]-1,2-ethanediol

Guidance literature:: Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

2: Grubbs catalyst first generation / dichloromethane / 2 h / 20 °C

3: trifluoroacetic acid; water / methanol / 20 °C

4: trifluoroacetyl peroxide; urea; dihydrogen peroxide; sodium carbonate / dichloromethane / 0 °C

With Grubbs catalyst first generation; trifluoroacetyl peroxide; water; dihydrogen peroxide; sodium carbonate; N-ethyl-N,N-diisopropylamine; urea; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1039/c2ob26732b

Reference yield:

: (S,E)-N-((2,2-dimethyl-1,3-dioxolan-4-yl)methylene)but-3-en-1-amine

: 1415098-91-7
(S)-1-[(1S,2R,6R)-3-benzyloxycarbonyl-7-oxa-3-azabicyclo[4.1.0]-heptan-2-yl]-1,2-ethanediol

Guidance literature:: Multi-step reaction with 5 steps

1.1: boron trifluoride diethyl etherate / diethyl ether / 0.17 h / -20 °C / Inert atmosphere

1.2: -20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

3.1: Grubbs catalyst first generation / dichloromethane / 2 h / 20 °C

4.1: trifluoroacetic acid; water / methanol / 20 °C

5.1: trifluoroacetyl peroxide; urea; dihydrogen peroxide; sodium carbonate / dichloromethane / 0 °C

With Grubbs catalyst first generation; trifluoroacetyl peroxide; boron trifluoride diethyl etherate; water; dihydrogen peroxide; sodium carbonate; N-ethyl-N,N-diisopropylamine; urea; trifluoroacetic acid; In methanol; diethyl ether; dichloromethane;
DOI:10.1039/c2ob26732b