(1R,5R)-6-(benzyloxy)-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptane-2-carboxaldehyde

Base Information

Chemical Name:(1R,5R)-6-(benzyloxy)-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptane-2-carboxaldehyde
CAS No.:1334521-74-2
Molecular Formula:C₁₄H₁₆N₂O₃S
Molecular Weight:292.359
Hs Code.:

Synonyms:(1R,5R)-6-(benzyloxy)-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptane-2-carboxaldehyde

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Chemical Property of (1R,5R)-6-(benzyloxy)-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptane-2-carboxaldehyde

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Technology Process of (1R,5R)-6-(benzyloxy)-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptane-2-carboxaldehyde

There total 5 articles about (1R,5R)-6-(benzyloxy)-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptane-2-carboxaldehyde 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: 36.0%

: 1334521-60-6
(4R,5S)-N-benzyloxy-3-formyl-5-hydroxy-2,2-dimethylthiazolidine-4-carboxamide

: 1334521-74-2
(1R,5R)-6-(benzyloxy)-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptane-2-carboxaldehyde

Guidance literature:: With methanesulfonyl chloride; triethylamine; In dichloromethane; at -20 ℃;
DOI:10.1016/j.tetlet.2011.07.085

Reference yield:

: 1334521-48-0
(R)-N-(benzyloxy)-3-formyl-2,2-dimethylthiazolidine-4-carboxamide

: 1334521-74-2
(1R,5R)-6-(benzyloxy)-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptane-2-carboxaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: oxygen / tetrahydrofuran / -10 - 0 °C / UV-irradiation

2: dimethylsulfide / tetrahydrofuran / 20 °C

3: methanesulfonyl chloride; triethylamine / dichloromethane / -20 °C

With dimethylsulfide; oxygen; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; 1: Pummerer type rearrangement;
DOI:10.1016/j.tetlet.2011.07.085

Reference yield:

: C₁₄H₁₈N₂O₅S

: 1334521-74-2
(1R,5R)-6-(benzyloxy)-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptane-2-carboxaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: dimethylsulfide / tetrahydrofuran / 20 °C

2: methanesulfonyl chloride; triethylamine / dichloromethane / -20 °C

With dimethylsulfide; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2011.07.085