1,7-di-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-talo-heptitol

Base Information

• Chemical Name: 1,7-di-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-talo-heptitol
• CAS No.: 132891-57-7
• Molecular Formula: C₄₅H₆₀O₇Si₂
• Molecular Weight: 769.138
• Mol file: 132891-57-7.mol

Synonyms:1,7-di-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-talo-heptitol

Chemical Property of 1,7-di-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-talo-heptitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,7-di-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-talo-heptitol

There total 2 articles about 1,7-di-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-talo-heptitol 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: 77.0%

7-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-talo-heptitol (129415-35-6,132958-07-7) + tert-butylchlorodiphenylsilane (58479-61-1) → 1,7-di-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-talo-heptitol (132891-57-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 4h; Ambient temperature;

DOI:10.1016/0040-4020(91)80015-T

Reference yield:

7-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-talo-heptono-1,4-lactone (129415-30-1,132891-56-6) → 1,7-di-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-talo-heptitol (132891-57-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / NaBH₄ / ethanol / 16 h / Ambient temperature

2: 77 percent / imidazole / dimethylformamide / 4 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4020(91)80015-T

Reference yield: 80.0%

1,7-di-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-talo-heptitol (132891-57-7) → 1,7-di-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-manno-hept-4-ulose (132891-59-9)

Guidance literature:

With molecular sieve; pyridinium chlorochromate; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/0040-4020(91)80015-T

upstream raw materials:

7-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-talo-heptitol

tert-butylchlorodiphenylsilane

7-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-glycero-D-talo-heptono-1,4-lactone

Downstream raw materials:

1,7-di-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-D-manno-hept-4-ulose

1,7-di-O-tert-butyldiphenylsilyl-2,3:5,6-di-O-isopropylidene-4-O-methanesulphonyl-D-glycero-D-talo-heptitol