2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-5-O-methanesulfonyloxy-6-O-(tert-butyldimethylsilyl)oxy-D-glucitol

Base Information

• Chemical Name: 2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-5-O-methanesulfonyloxy-6-O-(tert-butyldimethylsilyl)oxy-D-glucitol
• CAS No.: 171228-71-0
• Molecular Formula: C₂₄H₄₁NO₉SSi
• Molecular Weight: 547.742
• Mol file: 171228-71-0.mol

Synonyms:2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-5-O-methanesulfonyloxy-6-O-(tert-butyldimethylsilyl)oxy-D-glucitol

Chemical Property of 2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-5-O-methanesulfonyloxy-6-O-(tert-butyldimethylsilyl)oxy-D-glucitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-5-O-methanesulfonyloxy-6-O-(tert-butyldimethylsilyl)oxy-D-glucitol

There total 5 articles about 2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-5-O-methanesulfonyloxy-6-O-(tert-butyldimethylsilyl)oxy-D-glucitol 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: 90.0%

methyl 2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-5-O-methanesulfonyloxy-6-O-(tert-butyldimethylsilyl)oxy-D-gluconate (170997-55-4) → 2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-5-O-methanesulfonyloxy-6-O-(tert-butyldimethylsilyl)oxy-D-glucitol (171228-71-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3h; Ambient temperature;

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-5-O-methanesulfonyloxy-6-O-(tert-butyldimethylsilyl)oxy-D-glucitol (171228-71-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / imidazole / dimethylformamide / 10 h / Ambient temperature

2: 97 percent / Et₃N / tetrahydrofuran / 1 h / 0 °C

3: 90 percent / LiAlH₄ / tetrahydrofuran / 3 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

methyl 2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-D-gluconate (170997-53-2) → 2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-5-O-methanesulfonyloxy-6-O-(tert-butyldimethylsilyl)oxy-D-glucitol (171228-71-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / imidazole / dimethylformamide / 10 h / Ambient temperature

2: 97 percent / Et₃N / tetrahydrofuran / 1 h / 0 °C

3: 90 percent / LiAlH₄ / tetrahydrofuran / 3 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

methyl 2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-5-O-methanesulfonyloxy-6-O-(tert-butyldimethylsilyl)oxy-D-gluconate

tert-butyldimethylsilyl chloride

methyl 2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-D-gluconate

methyl 2-benzyloxycarbonylamino-2-deoxy-3,4;5,6-di-O-isopropylidene-D-gluconate

Downstream raw materials:

2,5-anhydro-2,5-imino-D-glucitol