Benzyl-((1R,7R,8R,11S)-7-hydroxy-3-oxo-9-thia-2-aza-bicyclo[6.2.1]undec-11-yl)-carbamic acid methyl ester

Base Information

Chemical Name:Benzyl-((1R,7R,8R,11S)-7-hydroxy-3-oxo-9-thia-2-aza-bicyclo[6.2.1]undec-11-yl)-carbamic acid methyl ester
CAS No.:83541-78-0
Molecular Formula:C₁₈H₂₄N₂O₄S
Molecular Weight:364.466
Hs Code.:

Synonyms:Benzyl-((1R,7R,8R,11S)-7-hydroxy-3-oxo-9-thia-2-aza-bicyclo[6.2.1]undec-11-yl)-carbamic acid methyl ester

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Chemical Property of Benzyl-((1R,7R,8R,11S)-7-hydroxy-3-oxo-9-thia-2-aza-bicyclo[6.2.1]undec-11-yl)-carbamic acid methyl ester

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Technology Process of Benzyl-((1R,7R,8R,11S)-7-hydroxy-3-oxo-9-thia-2-aza-bicyclo[6.2.1]undec-11-yl)-carbamic acid methyl ester

There total 11 articles about Benzyl-((1R,7R,8R,11S)-7-hydroxy-3-oxo-9-thia-2-aza-bicyclo[6.2.1]undec-11-yl)-carbamic acid methyl ester 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:

: 85416-25-7
(1R,7R,8R,11S)-11-Benzylamino-7-hydroxy-9-thia-2-aza-bicyclo[6.2.1]undecan-3-one

: 79-22-1
methyl chloroformate

: 83541-78-0
Benzyl-((1R,7R,8R,11S)-7-hydroxy-3-oxo-9-thia-2-aza-bicyclo[6.2.1]undec-11-yl)-carbamic acid methyl ester

Guidance literature:: With sodium carbonate; In tetrahydrofuran; at 0 ℃; Yield given;
DOI:10.1002/bscb.19820911203

Reference yield:

: 55183-45-4
hex-5-in-carboxyl chloride

: 83541-78-0
Benzyl-((1R,7R,8R,11S)-7-hydroxy-3-oxo-9-thia-2-aza-bicyclo[6.2.1]undec-11-yl)-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / pyridine; CH₂Cl₂ / 0 °C

2: 65 percent / Zn / acetic acid

3: 95 percent / diisobutylaluminum hydride / toluene / -78 °C

4: 72 percent / CH₂Cl₂

5: 63 percent / BaO / toluene / Heating; further reagent

6: Zn, AcOH / H₂O / 70 °C

7: Na₂CO₃ / tetrahydrofuran / 0 °C

With diisobutylaluminium hydride; sodium carbonate; acetic acid; barium(II) oxide; zinc; In tetrahydrofuran; pyridine; dichloromethane; water; acetic acid; toluene;
DOI:10.1021/ja00387a057

Reference yield:

: 29601-98-7
N-benzylhydroxylamine hydrochloride

: 83541-78-0
Benzyl-((1R,7R,8R,11S)-7-hydroxy-3-oxo-9-thia-2-aza-bicyclo[6.2.1]undec-11-yl)-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / CH₂Cl₂

2: 63 percent / BaO / toluene / Heating; further reagent

3: Zn, AcOH / H₂O / 70 °C

4: Na₂CO₃ / tetrahydrofuran / 0 °C

With sodium carbonate; acetic acid; barium(II) oxide; zinc; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1021/ja00387a057