(2S,5R,6R)-4-(benzyloxycarbonyl)-2-(1'-methylethyl)-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran

Base Information

Chemical Name:(2S,5R,6R)-4-(benzyloxycarbonyl)-2-(1'-methylethyl)-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran
CAS No.:141345-42-8
Molecular Formula:C₁₉H₂₄N₂O₄
Molecular Weight:344.411
Hs Code.:

Synonyms:(2S,5R,6R)-4-(benzyloxycarbonyl)-2-(1'-methylethyl)-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran

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Chemical Property of (2S,5R,6R)-4-(benzyloxycarbonyl)-2-(1'-methylethyl)-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran

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Technology Process of (2S,5R,6R)-4-(benzyloxycarbonyl)-2-(1'-methylethyl)-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran

There total 7 articles about (2S,5R,6R)-4-(benzyloxycarbonyl)-2-(1'-methylethyl)-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran 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: 69.0%

: 141345-36-0
(S)-1-(benzyloxycarbonyl)-4-(1'-methylethyl)-Δ²-imidazoline

: 141345-42-8
(2S,5R,6R)-4-(benzyloxycarbonyl)-2-(1'-methylethyl)-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran

Guidance literature:: In acetonitrile; for 12h; Irradiation;
DOI:10.1021/ja00039a010

Reference yield:

: 2026-48-4,473-75-6
(S)-valinol

: 141345-42-8
(2S,5R,6R)-4-(benzyloxycarbonyl)-2-(1'-methylethyl)-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran

Guidance literature:: Multi-step reaction with 7 steps

1: aq. NaHCO₃ / CH₂Cl₂ / 2 h / Ambient temperature

2: triethylamine / toluene / 0.17 h

3: aq. NaN₃, Bu₄NBr / toluene / 80 - 95 °C

4: 51 percent / H₂ / 10percent Pd/C / methanol / 144 h / 2068.6 Torr

5: silver cyanide / Heating

6: 0.75 g / triethylamine / tetrahydrofuran / 4 h / Ambient temperature

7: 69 percent / acetonitrile / 12 h / Irradiation

With sodium azide; silver cyanide; tetrabutylammomium bromide; hydrogen; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja00039a010

Reference yield:

: 6216-65-5
N-benzyloxycarbonyl-L-valinol

: 141345-42-8
(2S,5R,6R)-4-(benzyloxycarbonyl)-2-(1'-methylethyl)-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / toluene / 0.17 h

2: aq. NaN₃, Bu₄NBr / toluene / 80 - 95 °C

3: 51 percent / H₂ / 10percent Pd/C / methanol / 144 h / 2068.6 Torr

4: silver cyanide / Heating

5: 0.75 g / triethylamine / tetrahydrofuran / 4 h / Ambient temperature

6: 69 percent / acetonitrile / 12 h / Irradiation

With sodium azide; silver cyanide; tetrabutylammomium bromide; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; toluene; acetonitrile;
DOI:10.1021/ja00039a010