3,4-di-O-pivaloyl-N-pivaloyl-2,6-anhydro-1,5-dideoxy-1,5-imino-D-mannitol

Base Information

• Chemical Name: 3,4-di-O-pivaloyl-N-pivaloyl-2,6-anhydro-1,5-dideoxy-1,5-imino-D-mannitol
• CAS No.: 885463-31-0
• Molecular Formula: C₂₁H₃₅NO₆
• Molecular Weight: 397.512

Synonyms:3,4-di-O-pivaloyl-N-pivaloyl-2,6-anhydro-1,5-dideoxy-1,5-imino-D-mannitol

Chemical Property of 3,4-di-O-pivaloyl-N-pivaloyl-2,6-anhydro-1,5-dideoxy-1,5-imino-D-mannitol

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 3,4-di-O-pivaloyl-N-pivaloyl-2,6-anhydro-1,5-dideoxy-1,5-imino-D-mannitol

There total 1 articles about 3,4-di-O-pivaloyl-N-pivaloyl-2,6-anhydro-1,5-dideoxy-1,5-imino-D-mannitol 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:

1,5-D-anhydrofructose (75414-43-6) → 3,4-di-O-pivaloyl-N-pivaloyl-2,6-anhydro-1,5-dideoxy-1,5-imino-D-mannitol (885463-31-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 91 percent / ethanol / 20 °C

2: 77 percent / pyridine / 48 h / -20 °C

3: 82 percent / AcCl; MeOH; H₂ / 30 h / 20 °C / 22501.8 Torr

4: 59 percent / Et₃N / dimethylformamide / 16 h / 20 °C

5: 1.3 g / DMAP; pyridine / 20 °C

With pyridine; methanol; dmap; hydrogen; triethylamine; acetyl chloride; In ethanol; N,N-dimethyl-formamide;

DOI:10.1055/s-2006-926343

Reference yield:

3,4-di-O-pivaloyl-N-pivaloyl-2,6-anhydro-1,5-dideoxy-1,5-imino-D-mannitol (885463-31-0) → 1-deoxymannojirimycin (14199-63-4,16647-80-6,19130-96-2,84444-90-6,84518-54-7,108147-54-2,117821-07-5,126663-71-6,135246-66-1,135395-59-4,143406-74-0,146747-37-7)

Guidance literature:

Multi-step reaction with 2 steps

1: BBr₃ / CHCl₃ / 72 h / 20 °C

2: 100 mg / NaOMe / methanol / 20 °C

With sodium methylate; boron tribromide; In methanol; chloroform;

DOI:10.1055/s-2006-926343

upstream raw materials:

1,5-D-anhydrofructose

Downstream raw materials:

1-deoxymannojirimycin

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