1-N-benzyl-1-N-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-4,5-N,O-carbonyl-3-de-O-methylfortamine

Base Information

Chemical Name:1-N-benzyl-1-N-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-4,5-N,O-carbonyl-3-de-O-methylfortamine
CAS No.:124287-88-3
Molecular Formula:C₂₉H₄₀N₂O₇Si
Molecular Weight:556.731
Hs Code.:

Synonyms:1-N-benzyl-1-N-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-4,5-N,O-carbonyl-3-de-O-methylfortamine

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Chemical Property of 1-N-benzyl-1-N-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-4,5-N,O-carbonyl-3-de-O-methylfortamine

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Technology Process of 1-N-benzyl-1-N-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-4,5-N,O-carbonyl-3-de-O-methylfortamine

There total 20 articles about 1-N-benzyl-1-N-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-4,5-N,O-carbonyl-3-de-O-methylfortamine 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: 99.0%

: 111515-84-5
(1R,4S,5R,6R)-4-(N-benzyl-N-(benzyloxycarbonyl)amino)-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>non-2-ene

: 124287-88-3
1-N-benzyl-1-N-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-4,5-N,O-carbonyl-3-de-O-methylfortamine

Guidance literature:: With osmium(VIII) oxide; trimethylamine-N-oxide; In water; tert-butyl alcohol; at 50 ℃; for 72h;
DOI:10.1021/jo00291a014

Reference yield:

: 111535-89-8
methyl (1R,2R,4R,5R,6S)-4,5-epoxy-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate

: 124287-88-3
1-N-benzyl-1-N-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-4,5-N,O-carbonyl-3-de-O-methylfortamine

Guidance literature:: Multi-step reaction with 8 steps

1: TMSN₃, ZnCl₂

2: H₂ / Pd/C

3: NaHCO₃

4: 92 percent / imidazole

5: NaOH

6: 1.) 1-oxa-2-oxo-3-thia-indolizinium chloride, DMAP, CBrCl₃, 2.) DBU

7: NaH

8: OsO₄, trimethylamine N-oxide

With 1H-imidazole; dmap; sodium hydroxide; osmium(VIII) oxide; Bromotrichloromethane; trimethylamine-N-oxide; trimethylsilylazide; 1-oxa-2-oxo-3-thiaindolizinium chloride; hydrogen; sodium hydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride; palladium on activated charcoal;
DOI:10.1246/cl.1987.29

Reference yield:

: 111515-80-1
methyl (1R,2R,4S,5R,6R)-4-azido-5-hydroxy-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate

: 124287-88-3
1-N-benzyl-1-N-(benzyloxycarbonyl)-6-O-(tert-butyldimethylsilyl)-4,5-N,O-carbonyl-3-de-O-methylfortamine

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / Pd/C

2: NaHCO₃

3: 92 percent / imidazole

4: NaOH

5: 1.) 1-oxa-2-oxo-3-thia-indolizinium chloride, DMAP, CBrCl₃, 2.) DBU

6: NaH

7: OsO₄, trimethylamine N-oxide

With 1H-imidazole; dmap; sodium hydroxide; osmium(VIII) oxide; Bromotrichloromethane; trimethylamine-N-oxide; 1-oxa-2-oxo-3-thiaindolizinium chloride; hydrogen; sodium hydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal;
DOI:10.1246/cl.1987.29