(6R,7S)-7-benzyloxycarbonylamino-2,2-dimethyl-3-oxa-1-azabicyclo<4.2.0>octan-8-one

Base Information

Chemical Name:(6R,7S)-7-benzyloxycarbonylamino-2,2-dimethyl-3-oxa-1-azabicyclo<4.2.0>octan-8-one
CAS No.:101757-79-3
Molecular Formula:C₁₆H₂₀N₂O₄
Molecular Weight:304.346
Hs Code.:

Synonyms:(6R,7S)-7-benzyloxycarbonylamino-2,2-dimethyl-3-oxa-1-azabicyclo<4.2.0>octan-8-one

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Chemical Property of (6R,7S)-7-benzyloxycarbonylamino-2,2-dimethyl-3-oxa-1-azabicyclo<4.2.0>octan-8-one

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Technology Process of (6R,7S)-7-benzyloxycarbonylamino-2,2-dimethyl-3-oxa-1-azabicyclo<4.2.0>octan-8-one

There total 5 articles about (6R,7S)-7-benzyloxycarbonylamino-2,2-dimethyl-3-oxa-1-azabicyclo<4.2.0>octan-8-one 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: 91.0%

: 96745-57-2
(6R,7S)-7-amino-2,2-dimethyl-3-oxa-1-azabicyclo<4.2.0>octan-8-one

: 42116-21-2
2-benzyloxycarbonylsulfanyl-4,6-dimethyl-pyrimidine

: 101757-79-3
(6R,7S)-7-benzyloxycarbonylamino-2,2-dimethyl-3-oxa-1-azabicyclo<4.2.0>octan-8-one

Guidance literature:: In 1,4-dioxane; Ambient temperature;
DOI:10.1248/cpb.36.469

Reference yield:

: 77881-95-9
(4S)-4-(methoxycarbonylmethyl)-azetidine-2-one

: 101757-79-3
(6R,7S)-7-benzyloxycarbonylamino-2,2-dimethyl-3-oxa-1-azabicyclo<4.2.0>octan-8-one

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / lithium borohydride / 1,2-dimethoxy-ethane / 2 h / 45 - 50 °C

2: 79 percent / boron trifluoride etherate / CH₂Cl₂ / 0.33 h / -20 °C

3: 1.) 1.6 M n-butyllithium, diisopropylamine, 2.) trimethylchlorosilane, 3.) isoamyl nitrite / 1.) hexane/THF, -78 deg C, 2.) hexane/THF, 30 min, -50 deg C, 3.) hexane/THF, -78 deg C, 3 h

4: 75 percent / hydrogen / platinum oxide / ethyl acetate / 8 h / Ambient temperature

5: 91 percent / dioxane / Ambient temperature

With lithium borohydride; n-butyllithium; chloro-trimethyl-silane; boron trifluoride diethyl etherate; hydrogen; diisopropylamine; isopentyl nitrite; platinum(IV) oxide; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.36.469

Reference yield:

: 86541-17-5
(6R)-2,2-dimethyl-3-oxa-1-azabicyclo<4.2.0>octan-8-one

: 101757-79-3
(6R,7S)-7-benzyloxycarbonylamino-2,2-dimethyl-3-oxa-1-azabicyclo<4.2.0>octan-8-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) 1.6 M n-butyllithium, diisopropylamine, 2.) trimethylchlorosilane, 3.) isoamyl nitrite / 1.) hexane/THF, -78 deg C, 2.) hexane/THF, 30 min, -50 deg C, 3.) hexane/THF, -78 deg C, 3 h

2: 75 percent / hydrogen / platinum oxide / ethyl acetate / 8 h / Ambient temperature

3: 91 percent / dioxane / Ambient temperature

With n-butyllithium; chloro-trimethyl-silane; hydrogen; diisopropylamine; isopentyl nitrite; platinum(IV) oxide; In 1,4-dioxane; ethyl acetate;
DOI:10.1248/cpb.36.469