5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7-tetradeoxy-1,4-imino-D-allo-octitol

Base Information

• Chemical Name: 5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7-tetradeoxy-1,4-imino-D-allo-octitol
• CAS No.: 301523-30-8
• Molecular Formula: C₃₀H₄₅NO₄Si
• Molecular Weight: 511.777

Synonyms:5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7-tetradeoxy-1,4-imino-D-allo-octitol

Chemical Property of 5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7-tetradeoxy-1,4-imino-D-allo-octitol

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

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Technology Process of 5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7-tetradeoxy-1,4-imino-D-allo-octitol

There total 3 articles about 5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7-tetradeoxy-1,4-imino-D-allo-octitol 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:

(3aR,4S,6aS)-5-Benzhydryl-4-[(R)-4-(9-bora-bicyclo[3.3.1]non-9-yl)-1-(tert-butyl-dimethyl-silanyloxy)-butyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole → 5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7-tetradeoxy-1,4-imino-D-allo-octitol (301523-30-8)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; ethanol; at 20 ℃; for 3h;

DOI:10.1021/jo000527u

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → 5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7-tetradeoxy-1,4-imino-D-allo-octitol (301523-30-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

2: tetrahydrofuran / 20 h / 20 °C

3: 94 mg / NaOH; aq. H₂O₂ / tetrahydrofuran; ethanol / 3 h / 20 °C

With 2,6-dimethylpyridine; sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; ethanol; dichloromethane; 1: Condensation / 2: Addition / 3: Oxidation;

DOI:10.1021/jo000527u

Reference yield:

5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7,8-pentadeoxy-1,4-imino-D-allo-oct-7-enitol (301523-29-5) → 5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7-tetradeoxy-1,4-imino-D-allo-octitol (301523-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 20 h / 20 °C

2: 94 mg / NaOH; aq. H₂O₂ / tetrahydrofuran; ethanol / 3 h / 20 °C

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; ethanol; 1: Addition / 2: Oxidation;

DOI:10.1021/jo000527u

upstream raw materials:

t-butyldimethylsiyl triflate

5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-N-diphenylmethyl-1,4,6,7,8-pentadeoxy-1,4-imino-D-allo-oct-7-enitol

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