tert-Butyl-{2-[(2R,3S,4S,5R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethoxy}-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-{2-[(2R,3S,4S,5R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethoxy}-diphenyl-silane
CAS No.:852143-68-1
Molecular Formula:C₃₄H₄₆O₅Si
Molecular Weight:562.822
Hs Code.:

Synonyms:tert-Butyl-{2-[(2R,3S,4S,5R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethoxy}-diphenyl-silane

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Chemical Property of tert-Butyl-{2-[(2R,3S,4S,5R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethoxy}-diphenyl-silane

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Technology Process of tert-Butyl-{2-[(2R,3S,4S,5R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethoxy}-diphenyl-silane

There total 4 articles about tert-Butyl-{2-[(2R,3S,4S,5R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethoxy}-diphenyl-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: 88.0%

: 852143-66-9
(2R,3R,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-4-ol

: 824-94-2
p-methoxybenzyl chloride

: 852143-68-1
tert-Butyl-{2-[(2R,3S,4S,5R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethoxy}-diphenyl-silane

Guidance literature:: With potassium hydride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/jo050034v

Reference yield:

: 852143-62-5
(2R,3S,5S,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-4-one

: 852143-68-1
tert-Butyl-{2-[(2R,3S,4S,5R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethoxy}-diphenyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 152 mg / NaBH₄ / ethanol / 0.25 h / -10 °C

2: 88 percent / KH / tetrahydrofuran; various solvent(s) / 1 h / 20 °C

With sodium tetrahydroborate; potassium hydride; In tetrahydrofuran; ethanol;
DOI:10.1021/jo050034v

Reference yield:

: 112897-03-7
3-(tert-butyldiphenylsilyloxy)-1-propanal

: 852143-68-1
tert-Butyl-{2-[(2R,3S,4S,5R,6R)-6-methoxy-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethoxy}-diphenyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: chiral [(1S,2R)-1-aminoindan-2-ol]-based chromium complex / 14 h / 20 °C

1.2: HF; pyridine / methanol; H₂O / 0.25 h / -15 °C

2.1: 152 mg / NaBH₄ / ethanol / 0.25 h / -10 °C

3.1: 88 percent / KH / tetrahydrofuran; various solvent(s) / 1 h / 20 °C

With sodium tetrahydroborate; chiral [(1S,2R)-1-aminoindan-2-ol]-based chromium; potassium hydride; In tetrahydrofuran; ethanol; 1.1: Diels-Alder reaction;
DOI:10.1021/jo050034v