(2R,4R)-4-[(4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol

Base Information

Chemical Name:(2R,4R)-4-[(4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol
CAS No.:123219-40-9
Molecular Formula:C₄₉H₇₂O₇Si
Molecular Weight:801.192
Hs Code.:

(2R,4R)-4-[(4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol

Synonyms:(2R,4R)-4-[(4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol

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Chemical Property of (2R,4R)-4-[(4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol

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Technology Process of (2R,4R)-4-[(4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol

There total 41 articles about (2R,4R)-4-[(4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol 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: 69.1%

: 123219-39-6
(2S,3R,4S)-4-[(2S,4R,5R,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-3-phenylsulfanyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol

: 123219-40-9
(2R,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol

Guidance literature:: With ammonia; sodium; In diethyl ether; at -78 ℃; for 1h;
DOI:10.1016/S0040-4020(01)81090-5

Reference yield: 69.1%

: 123219-39-6
(2S,3R,4S)-4-[(4R,5R,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-3-phenylsulfanyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol

: 123219-40-9
(2R,4R)-4-[(4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol

Guidance literature:: With ammonia; sodium; In diethyl ether; at -78 ℃;
DOI:10.1007/BF00953634

Reference yield:

: 114114-47-5
Acetic acid (4S,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-ylmethyl ester

: 123219-40-9
(2R,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol

Guidance literature:: Multi-step reaction with 8 steps

1: CH₃ONa / methanol

2: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 40 min, 2.) CH₂Cl₂

3: tetrahydrofuran / 1.) -70 deg C, 2.) room temp., 30 min

4: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 40 min, 2.) CH₂Cl₂

5: 95 percent / K₂CO₃ / methanol / 1 h / Ambient temperature

6: 1.) i-Pr₂NH, 0.85 N n-BuLi/hexane / 1.) THF, -60 deg C, 1 h, 2.) THF, -78 deg C, 2 h

7: 90.1 percent / NaI, TFAA / acetone / 0.08 h / 0 °C

8: 69.1 percent / Na, NH₃ (liq.) / diethyl ether / 1 h / -78 °C

With n-butyllithium; oxalyl dichloride; hexane; ammonia; sodium methylate; sodium; potassium carbonate; dimethyl sulfoxide; triethylamine; diisopropylamine; trifluoroacetic anhydride; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; acetone;
DOI:10.1016/S0040-4020(01)81090-5