(2R,5R)-6-((4R,6S)-6-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-((tert-butyldimethylsilyl)oxy)-2-((2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)hexan-3-one

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Chemical Name:(2R,5R)-6-((4R,6S)-6-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-((tert-butyldimethylsilyl)oxy)-2-((2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)hexan-3-one
CAS No.:1536054-15-5
Molecular Formula:C₃₇H₅₆O₈Si
Molecular Weight:656.932
Hs Code.:

Synonyms:(2R,5R)-6-((4R,6S)-6-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-((tert-butyldimethylsilyl)oxy)-2-((2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)hexan-3-one

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Chemical Property of (2R,5R)-6-((4R,6S)-6-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-((tert-butyldimethylsilyl)oxy)-2-((2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)hexan-3-one

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Technology Process of (2R,5R)-6-((4R,6S)-6-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-((tert-butyldimethylsilyl)oxy)-2-((2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)hexan-3-one

There total 11 articles about (2R,5R)-6-((4R,6S)-6-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-((tert-butyldimethylsilyl)oxy)-2-((2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)hexan-3-one 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: 91.0%

: 1536054-12-2
((2S,5S)-1-((4R,6S)-6-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-((2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)-4-methylenehexan-2-yloxy)(tert-butyl)dimethylsilane

: 1536054-15-5
(2R,5R)-6-((4R,6S)-6-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-((tert-butyldimethylsilyl)oxy)-2-((2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)hexan-3-one

Guidance literature:: ((2S,5S)-1-((4R,6S)-6-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-((2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)-4-methylenehexan-2-yloxy)(tert-butyl)dimethylsilane; With ozone; Sudan III; In methanol; dichloromethane; at -78 ℃; for 0.133333h;

With tributylphosphine; In methanol; dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/ol403566w

Reference yield:

: 1536053-93-6
C₂₃H₃₀Br₂O₃Si

: 1536054-15-5
(2R,5R)-6-((4R,6S)-6-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-((tert-butyldimethylsilyl)oxy)-2-((2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)hexan-3-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium methylate / methanol / 3 h / 80 °C / Inert atmosphere

2.1: tert.-butyl lithium / diethyl ether / 2 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 - -40 °C / Inert atmosphere

2.3: 2 h / -78 - -10 °C / Inert atmosphere

3.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

4.1: ozone; Sudan III / dichloromethane; methanol / 0.13 h / -78 °C

4.2: 0.5 h / -78 °C / Inert atmosphere

With 2,6-dimethylpyridine; tert.-butyl lithium; sodium methylate; ozone; Sudan III; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/ol403566w

Reference yield:

: 135362-69-5
3-(4-methoxybenzyl)oxypropan-1-ol

: 1536054-15-5
(2R,5R)-6-((4R,6S)-6-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-((tert-butyldimethylsilyl)oxy)-2-((2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)hexan-3-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); (R)-(+)-(4,4'-bi-1,3-benzodioxole)-5,5'-diylbis(di(3,5-dimethylphenyl)phosphine); sodium sulfate / toluene / 48 h / 95 °C / Inert atmosphere

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 10 h / -15 °C / Molecular sieve; Inert atmosphere

3.1: pyridinium hydrobromide perbromide; triethylamine / dichloromethane / 0 °C / Inert atmosphere

4.1: sodium methylate / methanol / 3 h / 80 °C / Inert atmosphere

5.1: tert.-butyl lithium / diethyl ether / 2 h / -78 °C / Inert atmosphere

5.2: 2 h / -78 - -40 °C / Inert atmosphere

5.3: 2 h / -78 - -10 °C / Inert atmosphere

6.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

7.1: ozone; Sudan III / dichloromethane; methanol / 0.13 h / -78 °C

7.2: 0.5 h / -78 °C / Inert atmosphere

With 2,6-dimethylpyridine; (R)-(+)-(4,4'-bi-1,3-benzodioxole)-5,5'-diylbis(di(3,5-dimethylphenyl)phosphine); (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); pyridinium hydrobromide perbromide; tert.-butyl lithium; sodium methylate; ozone; sodium sulfate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Sudan III; In methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ol403566w