5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-D-ribose dipropyl dithioacetal

Base Information

• Chemical Name: 5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-D-ribose dipropyl dithioacetal
• CAS No.: 135755-05-4
• Molecular Formula: C₂₇H₄₂O₃S₂Si
• Molecular Weight: 506.846

Synonyms:5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-D-ribose dipropyl dithioacetal

Chemical Property of 5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-D-ribose dipropyl dithioacetal

Chemical Property:

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Technology Process of 5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-D-ribose dipropyl dithioacetal

There total 2 articles about 5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-D-ribose dipropyl dithioacetal 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: 82.0%

2-deoxy-D-ribose dipropyl dithioacetal (108866-75-7) + tert-butylchlorodiphenylsilane (58479-61-1) → 5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-D-ribose dipropyl dithioacetal (135755-05-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 6h; Ambient temperature;

DOI:10.1002/hlca.19920750516

Reference yield:

D-2-deoxyribose (452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3) → 5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-D-ribose dipropyl dithioacetal (135755-05-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / 10 M HCl / 0.33 h / 10 °C

2: 82 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; In N,N-dimethyl-formamide;

DOI:10.1002/hlca.19920750516

Reference yield: 81.0%

5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-D-ribose dipropyl dithioacetal (135755-05-4) + 2,2-dimethoxy-propane (77-76-9) → 5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-3,4-O-isopropylidene-D-ribose dipropyl dithioacetal (135755-06-5)

Guidance literature:

With toluene-4-sulfonic acid; for 12h; Ambient temperature;

DOI:10.1002/hlca.19920750516

upstream raw materials:

2-deoxy-D-ribose dipropyl dithioacetal

tert-butylchlorodiphenylsilane

D-2-deoxyribose

Downstream raw materials:

5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-3,4-O-isopropylidene-D-ribose dipropyl dithioacetal

5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-3,4-O-isopropylidene-aldehydo-D-ribose

5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-1-C-<4-(4,5-dihydro-4,4-dimethyloxazol-2-yl)pyridin-2-yl>-3,4-O-isopropylidene-1-O-(methylsulfonyl)-D-erythro-D/L-glycero-pentitol

5-O-<(tert-butyl)diphenylsilyl>-2-deoxy-1-C-<4-(4,5-dihydro-4,4-dimethyloxazol-2-yl)pyridin-2-yl>-3,4-O-isopropylidene-D-erythro-D/L-glycero-pentitol

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