2,3-bis-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan

Base Information

• Chemical Name: 2,3-bis-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan
• CAS No.: 869203-04-3
• Molecular Formula: C₃₉H₅₈O₆Si₂
• Molecular Weight: 679.057
• Mol file: 869203-04-3.mol

Synonyms:

Chemical Property of 2,3-bis-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-bis-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan

There total 4 articles about 2,3-bis-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan 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:

(2R,3S,4S,5R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2,3,4-triol (869203-03-2) → 2,3-bis-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan (869203-04-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide / 0 °C

2: Bu₄NI / 20 °C

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1055/s-2005-872660

Reference yield:

D-fructose (470-23-5) → 2,3-bis-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan (869203-04-3)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 20 °C

2: NaH / dimethylformamide / 0 °C

3: Bu₄NI / 20 °C

With pyridine; tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1055/s-2005-872660

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 2,3-bis-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan (869203-04-3)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 20 °C

2: NaH / dimethylformamide / 0 °C

3: Bu₄NI / 20 °C

With pyridine; tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1055/s-2005-872660

upstream raw materials:

1,4-di-O-(tert-butyldimethylsilyl)-β-D-fructofuranose

benzyl bromide

(2R,3S,4S,5R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2,3,4-triol

D-fructose

Downstream raw materials:

(2R,3R,4S,5R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-5-hydroxymethyl-tetrahydro-furan-3-ol