1L-2-azido-1,4,5,6-tetra-O-benzyl-2-desoxy-4-C-(benzyloxymethyl)-muco-inosit

Base Information

• Chemical Name: 1L-2-azido-1,4,5,6-tetra-O-benzyl-2-desoxy-4-C-(benzyloxymethyl)-muco-inosit
• CAS No.: 106989-01-9
• Molecular Formula: C₄₂H₄₃N₃O₆
• Molecular Weight: 685.82
• Mol file: 106989-01-9.mol

Synonyms:1L-2-azido-1,4,5,6-tetra-O-benzyl-2-desoxy-4-C-(benzyloxymethyl)-muco-inosit

Chemical Property of 1L-2-azido-1,4,5,6-tetra-O-benzyl-2-desoxy-4-C-(benzyloxymethyl)-muco-inosit

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1L-2-azido-1,4,5,6-tetra-O-benzyl-2-desoxy-4-C-(benzyloxymethyl)-muco-inosit

There total 5 articles about 1L-2-azido-1,4,5,6-tetra-O-benzyl-2-desoxy-4-C-(benzyloxymethyl)-muco-inosit 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: 71.0%

1L-1,2-anhydro-3,4,5,6-tetra-O-benzyl-6-C-(benzyloxymethyl)-chiro-inosit (106988-98-1) → 1L-2-azido-1,4,5,6-tetra-O-benzyl-2-desoxy-4-C-(benzyloxymethyl)-muco-inosit (106989-01-9)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 130 ℃; for 96h;

DOI:10.1002/jlac.198719870350

Reference yield:

(4S,5R,6S)-4,5,6-tris-benzyloxycyclohex-2-en-1-one (85798-11-4) → 1L-2-azido-1,4,5,6-tetra-O-benzyl-2-desoxy-4-C-(benzyloxymethyl)-muco-inosit (106989-01-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) 15percent n-BuLi, 2.) H₂O / 1.) THF/hexane, -78 deg C, 1 h, 2.) THF/hexane, -78 deg C, 2 h

2: 1.) HgO/HgCl₂, 2.) NaBH₄ / 1) CH₃CN/H₂O

3: 90 percent / NaHCO₃, 80percent 3-chloroperoxybenzoic acid / CH₂Cl₂ / 144 h / Ambient temperature

4: 60 percent / NaH / dimethylformamide / 0 °C

5: 71 percent / NaN₃ / dimethylformamide / 96 h / 130 °C

With sodium tetrahydroborate; n-butyllithium; sodium azide; water; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; mercury dichloride; mercury(II) oxide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/jlac.198719870350

Reference yield:

1L-(1,2,4/3)-2,3,4-tri-O-benzyl-1-C-(hydroxymethyl)-5-cyclohexen-1,2,3,4-tetrol (106988-92-5) → 1L-2-azido-1,4,5,6-tetra-O-benzyl-2-desoxy-4-C-(benzyloxymethyl)-muco-inosit (106989-01-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / NaHCO₃, 80percent 3-chloroperoxybenzoic acid / CH₂Cl₂ / 144 h / Ambient temperature

2: 60 percent / NaH / dimethylformamide / 0 °C

3: 71 percent / NaN₃ / dimethylformamide / 96 h / 130 °C

With sodium azide; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/jlac.198719870350

upstream raw materials:

1L-1,2-anhydro-3,4,5,6-tetra-O-benzyl-6-C-(benzyloxymethyl)-chiro-inosit

(4S,5R,6S)-4,5,6-tris-benzyloxycyclohex-2-en-1-one

1L-(1,2,4/3)-2,3,4-tri-O-benzyl-1-C-(hydroxymethyl)-5-cyclohexen-1,2,3,4-tetrol

1L-1,2-anhydro-3,4,5-tri-O-benzyl-6-C-(hydroxymethyl)-chiro-inosit

Downstream raw materials:

1L-2-azido-1,4,5,6-tetra-O-benzyl-4-C-bezyloxymethyl-2-desoxy-3-O-<(2-methoxyethoxy)methyl>-muco-inosit

1L-3-O-acetyl-2-azido-1,4,5,6-tetra-O-benzyl-4-C-benzyloxymethyl-2-desoxy-muco-inosit

1L-2-azido-1,3,4,5,6-penta-O-benzyl-4-C-benzyloxymethyl-2-desoxy-muco-inosit

methyl-4-desoxy-4-<1D-(1N,2,4,5/3,6)-(5-C-hydroxymethyl-2,3,4,5,6-pentahydroxycyclohexyl)amino>-β-D-glucopyranoside