(1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-hydroxymethyl-1-(3,4-methylenedioxyphenyl)-1,4-butanediol

Base Information

Chemical Name:(1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-hydroxymethyl-1-(3,4-methylenedioxyphenyl)-1,4-butanediol
CAS No.:473433-16-8
Molecular Formula:C₂₉H₃₆O₆Si
Molecular Weight:508.687
Hs Code.:

Synonyms:(1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-hydroxymethyl-1-(3,4-methylenedioxyphenyl)-1,4-butanediol

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Chemical Property of (1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-hydroxymethyl-1-(3,4-methylenedioxyphenyl)-1,4-butanediol

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Technology Process of (1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-hydroxymethyl-1-(3,4-methylenedioxyphenyl)-1,4-butanediol

There total 7 articles about (1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-hydroxymethyl-1-(3,4-methylenedioxyphenyl)-1,4-butanediol 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: 63.0%

: 473433-15-7
(2R,3R,4S)-3-[(tert-butyldiphenylsilyloxy)methyl]-2-methoxycarbonyl-4-(3,4-methylenedioxyphenyl)-4-butanolide

: 473433-19-1
(3R,4R,5S)-5-Benzo[1,3]dioxol-5-yl-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxymethyl-tetrahydro-furan-2-ol

: 473433-16-8
(1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-hydroxymethyl-1-(3,4-methylenedioxyphenyl)-1,4-butanediol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1271/bbb.66.1495

Reference yield: 57.0%

: 473433-19-1
(3R,4R,5S)-5-Benzo[1,3]dioxol-5-yl-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxymethyl-tetrahydro-furan-2-ol

: 473433-16-8
(1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-hydroxymethyl-1-(3,4-methylenedioxyphenyl)-1,4-butanediol

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 20 ℃; for 3h;
DOI:10.1271/bbb.66.1495

Reference yield:

: 195321-29-0
(1S,2R)-1-Benzo[1,3]dioxol-5-yl-2-(tert-butyl-diphenyl-silanyloxymethyl)-pent-4-en-1-ol

: 473433-16-8
(1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-3-hydroxymethyl-1-(3,4-methylenedioxyphenyl)-1,4-butanediol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 4-methylmorpholine N-oxide; osmium tetroxide / acetone; H₂O; 2-methyl-propan-2-ol / 24 h / 20 °C

2.1: 5.24 g / sodium periodate / methanol / 3 h / 20 °C

3.1: 5.22 g / Ag₂CO₃-Celite / toluene / 1 h / Heating

4.1: LHMDS / tetrahydrofuran / 0.5 h / -75 °C

4.2: 3.04 g / tetrahydrofuran / 2 h / -75 °C

5.1: 22 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / 20 °C

6.1: 57 percent / sodium borohydride / ethanol / 3 h / 20 °C

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; 4-methylmorpholine N-oxide; silver carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ethanol; water; acetone; toluene; tert-butyl alcohol;
DOI:10.1271/bbb.66.1495