1-O-tert-butyldimethysilyl-2,3-O-isopropylidene-4-C-methyl-5-O-tritylribitol

Base Information

• Chemical Name: 1-O-tert-butyldimethysilyl-2,3-O-isopropylidene-4-C-methyl-5-O-tritylribitol
• CAS No.: 1011761-12-8
• Molecular Formula: C₃₄H₄₆O₅Si
• Molecular Weight: 562.822
• Mol file: 1011761-12-8.mol

Synonyms:1-O-tert-butyldimethysilyl-2,3-O-isopropylidene-4-C-methyl-5-O-tritylribitol

Chemical Property of 1-O-tert-butyldimethysilyl-2,3-O-isopropylidene-4-C-methyl-5-O-tritylribitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-tert-butyldimethysilyl-2,3-O-isopropylidene-4-C-methyl-5-O-tritylribitol

There total 5 articles about 1-O-tert-butyldimethysilyl-2,3-O-isopropylidene-4-C-methyl-5-O-tritylribitol 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: 85.0%

methylmagnesium bromide (75-16-1) + 1-O-tert-butyldimethysilyl-2,3-O-isopropylidene-5-O-tritylribitol-4-ulose (163226-43-5) → 1-O-tert-butyldimethysilyl-2,3-O-isopropylidene-4-C-methyl-5-O-tritylribitol (1011761-12-8)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1080/17415993.2015.1137921

Reference yield:

1-O-tert-butyldimethysilyl-2,3-O-isopropylidene-5-O-tritylribitol-4-ulose (163226-43-5) → 1-O-tert-butyldimethysilyl-2,3-O-isopropylidene-4-C-methyl-5-O-tritylribitol (1011761-12-8)

Guidance literature:

In diethyl ether; at -78 - 20 ℃;

DOI:10.1055/s-2007-1000822

Reference yield:

2,3-O-isopropylidene-5-O-trityl-D-ribofuranose (54503-64-9,54503-65-0) → 1-O-tert-butyldimethysilyl-2,3-O-isopropylidene-4-C-methyl-5-O-tritylribitol (1011761-12-8)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium tetrahydroborate / ethanol / 1 h / 0 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 72 h / 20 °C

3: chromium(VI) oxide; acetic anhydride; pyridine / dichloromethane / 1 h / 20 °C

4: tetrahydrofuran / -78 - 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; acetic anhydride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/17415993.2015.1137921

upstream raw materials:

1-O-tert-butyldimethysilyl-2,3-O-isopropylidene-5-O-tritylribitol-4-ulose

methylmagnesium bromide

2,3-O-isopropylidene-5-O-trityl-D-ribofuranose

2,3-O-isopropylidene-5-O-(triphenylmethyl)-D-ribitol