N-BOC-1,5-IMINO-D-GLUCITOL

Base Information

• Chemical Name: N-BOC-1,5-IMINO-D-GLUCITOL
• CAS No.: 122371-65-7
• Molecular Formula: C11H21NO6
• Molecular Weight: 263.28800
• Mol file: 122371-65-7.mol

Synonyms:N-tert-butoxycarbonyl-1-deoxynojirimycin;N-(tert-Butoxylcarbonyl)moranoline;N-Boc-1-deoxynojirimycin;(2R,3R,4R,5S)-3,4,5-Trihydroxy-2-(hydroxymethyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester;N-(tert-butoxycarbonyl)-1,5-dideoxy-1,5-imino-D-glucitol;N-Boc-1,5-imino-D-glucitol;

Chemical Property of N-BOC-1,5-IMINO-D-GLUCITOL

Chemical Property:

• Melting Point: 126-127°C
• PSA: 110.46000
• LogP: -1.38140
• Storage Temp.: -20°C Freezer
• Solubility.: Methanol (Slightly), Water (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

N-Boc-1,5-imino-D-glucitol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-BOC-1,5-IMINO-D-GLUCITOL

There total 9 articles about N-BOC-1,5-IMINO-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: 100.0%

N-Boc-tetra-O-benzyl-1-deoxynojirimycin (1262984-78-0) → N-(tert-butoxycarbonyl)-1,5-dideoxy-1,5-imino-D-glucitol (122371-65-7)

Guidance literature:

With 10% palladium on activated carbon; hydrogen; In methanol; ethyl acetate;

DOI:10.1002/chem.201002313

Reference yield: 61.0%

1,5-dideoxy-1,5-imino-D-glucitol (19130-96-2) + di-tert-butyl dicarbonate (24424-99-5) → N-(tert-butoxycarbonyl)-1,5-dideoxy-1,5-imino-D-glucitol (122371-65-7)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 15h;

DOI:10.1016/j.tet.2007.04.070

Reference yield:

C16H21O5Cl → N-(tert-butoxycarbonyl)-1,5-dideoxy-1,5-imino-D-glucitol (122371-65-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 15 g / NaN₃ / dimethylformamide / 16 h / 110 °C

2: 92 percent / H₂O; Dowex-50-X₈-100 (H⁽¹⁺⁾) / acetonitrile / 3 h / Heating

3: H₂ / Pd(OH)2/C / methanol / 12 h / 20 °C / 760.05 Torr

4: 1.28 g / H₂; HCl / Pd(OH)2/C / methanol / 2 h / 20 °C / 760.05 Torr

5: 61 percent / dimethylformamide / 15 h / 20 °C

With hydrogenchloride; sodium azide; water; hydrogen; palladium dihydroxide; In methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tet.2007.04.070

upstream raw materials:

1,5-dideoxy-1,5-imino-D-glucitol

di-tert-butyl dicarbonate

6-azido-6-deoxy-1-O-benzyl-2,3-O-isopropylidene-α-L-sorbofuranose

6-azido-6-deoxy-1-O-benzyl-α-L-sorbofuranose

Downstream raw materials:

N-(tert-butoxycarbonyl)-1,5-dideoxy-1,5-imino-4,6-O-(4-methoxybenzylidene)-D-glucitol

2-benzoyl-3-O-benzyl-N-(tert-butoxycarbonyl)-1,5-dideoxy-1,5-imino-4,6-O-(4-methoxybenzylidene)-D-glucitol

3-O-benzyl-N-(tert-butoxycarbonyl)-1,5-dideoxy-1,5-imino-4,6-O-(4-methoxybenzylidene)-D-glucitol

2-O-allyl-3-O-benzyl-N-(tert-butoxycarbonyl)-1,5-dideoxy-1,5-imino-4,6-O-(4-methoxybenzylidene)-D-glucitol

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