(S)-4-((S)-3-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-2-methoxy-propyl)-2,2-dimethyl-[1,3]dioxolane

Base Information

Chemical Name:(S)-4-((S)-3-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-2-methoxy-propyl)-2,2-dimethyl-[1,3]dioxolane
CAS No.:201275-41-4
Molecular Formula:C₃₇H₆₈O₆S₂Si₂
Molecular Weight:729.246
Hs Code.:

Synonyms:(S)-4-((S)-3-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-2-methoxy-propyl)-2,2-dimethyl-[1,3]dioxolane

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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 (S)-4-((S)-3-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-2-methoxy-propyl)-2,2-dimethyl-[1,3]dioxolane

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Technology Process of (S)-4-((S)-3-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-2-methoxy-propyl)-2,2-dimethyl-[1,3]dioxolane

There total 21 articles about (S)-4-((S)-3-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-2-methoxy-propyl)-2,2-dimethyl-[1,3]dioxolane 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: 95.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: (2S,4R)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-{2-[(S)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methoxy-propyl]-[1,3]dithian-2-yl}-pentan-2-ol

: 201275-41-4
(S)-4-((S)-3-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-2-methoxy-propyl)-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/S0040-4039(97)10500-7

Reference yield: 94.0%

: 201275-61-8
(S)-1-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-2-ol

: 74-88-4
methyl iodide

: 201275-41-4
(S)-4-((S)-3-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-2-methoxy-propyl)-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: With 15-crown-5; sodium hydride;
DOI:10.1016/S0040-4039(97)10500-7

Reference yield:

: 127793-60-6
(2R)-1-[(4S)-2,2-diethyl-[1,3]dioxolan-4-yl]-pent-4-en-2-ol

: 201275-41-4
(S)-4-((S)-3-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-2-methoxy-propyl)-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / NaH, 15-cr-5

2: 96 percent / O₃, Ph₃P / CH₂Cl₂ / -78 °C

3: 89 percent / BF₃*Et₂O

4: 90 percent / PPTs

5: 20 percent / t-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide

6: 95 percent / i-Pr₂NEt / CH₂Cl₂

With 15-crown-5; boron trifluoride diethyl etherate; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium hydride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/S0040-4039(97)10500-7