tert-Butyl-[(2R,4S,5R)-4-(2-iodo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[(2R,4S,5R)-4-(2-iodo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-dimethyl-silane
CAS No.:221455-79-4
Molecular Formula:C₁₈H₂₉IO₃Si
Molecular Weight:448.416
Hs Code.:

Synonyms:tert-Butyl-[(2R,4S,5R)-4-(2-iodo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-dimethyl-silane

Suppliers and Price of tert-Butyl-[(2R,4S,5R)-4-(2-iodo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-dimethyl-silane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-Butyl-[(2R,4S,5R)-4-(2-iodo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-dimethyl-silane

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of tert-Butyl-[(2R,4S,5R)-4-(2-iodo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-dimethyl-silane

There total 7 articles about tert-Butyl-[(2R,4S,5R)-4-(2-iodo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-dimethyl-silane 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: 99.0%

: 221455-78-3
2-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-ethanol

: 221455-79-4
tert-Butyl-[(2R,4S,5R)-4-(2-iodo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-dimethyl-silane

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 0.333333h;
DOI:10.1021/ja028167a

Reference yield:

: (E)-ethyl 4-((2R,4S,5R)-5-(tert-butyldimethylsilyloxy)-2-phenyl-1,3-dioxan-4-yl)but-2-enoate

: 221455-79-4
tert-Butyl-[(2R,4S,5R)-4-(2-iodo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: O₃ / methanol; CH₂Cl₂ / -78 °C

1.2: 96 percent / NaBH₄ / methanol; CH₂Cl₂ / 1.17 h / -78 - 0 °C

2.1: 99 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 0.33 h / 20 °C

With 1H-imidazole; iodine; ozone; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja028167a

Reference yield:

: 22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7
2-deoxy-D-ribose

: 221455-79-4
tert-Butyl-[(2R,4S,5R)-4-(2-iodo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: dimethylformamide / 15 h / 25 °C

2: dimethylformamide / 15 h / 25 °C

3: 90 percent / imidazole / CH₂Cl₂ / 12 h / 25 °C

4: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 10 min, 2.) CH₂Cl₂, 25 deg C, 3 h

5: 93 percent / NaBH₄ / methanol / 0.5 h / 25 °C

6: I₂, PPh₃, imidazole / diethyl ether; acetonitrile / 25 °C

With 1H-imidazole; sodium tetrahydroborate; iodine; ozone; triphenylphosphine; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;