(2S,3R,5R,1'R,2''S)-2-[1'-(tert-butyldimethylsilanyloxy)-3'-(triethylsilanyl)prop-2'-ynyl]-3-(dimethylphenylsilanyl)-5-{2-[3''-(4-methoxybenzyloxy)-2''-methylpropyl][1,3]dithian-2-ylmethyl}tetrahydrofuran

Base Information

Chemical Name:(2S,3R,5R,1'R,2''S)-2-[1'-(tert-butyldimethylsilanyloxy)-3'-(triethylsilanyl)prop-2'-ynyl]-3-(dimethylphenylsilanyl)-5-{2-[3''-(4-methoxybenzyloxy)-2''-methylpropyl][1,3]dithian-2-ylmethyl}tetrahydrofuran
CAS No.:790662-67-8
Molecular Formula:C₄₄H₇₂O₄S₂Si₃
Molecular Weight:813.442
Hs Code.:

(2S,3R,5R,1'R,2''S)-2-[1'-(tert-butyldimethylsilanyloxy)-3'-(triethylsilanyl)prop-2'-ynyl]-3-(dimethylphenylsilanyl)-5-{2-[3''-(4-methoxybenzyloxy)-2''-methylpropyl][1,3]dithian-2-ylmethyl}tetrahydrofuran

Synonyms:(2S,3R,5R,1'R,2''S)-2-[1'-(tert-butyldimethylsilanyloxy)-3'-(triethylsilanyl)prop-2'-ynyl]-3-(dimethylphenylsilanyl)-5-{2-[3''-(4-methoxybenzyloxy)-2''-methylpropyl][1,3]dithian-2-ylmethyl}tetrahydrofuran

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Chemical Property of (2S,3R,5R,1'R,2''S)-2-[1'-(tert-butyldimethylsilanyloxy)-3'-(triethylsilanyl)prop-2'-ynyl]-3-(dimethylphenylsilanyl)-5-{2-[3''-(4-methoxybenzyloxy)-2''-methylpropyl][1,3]dithian-2-ylmethyl}tetrahydrofuran

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Technology Process of (2S,3R,5R,1'R,2''S)-2-[1'-(tert-butyldimethylsilanyloxy)-3'-(triethylsilanyl)prop-2'-ynyl]-3-(dimethylphenylsilanyl)-5-{2-[3''-(4-methoxybenzyloxy)-2''-methylpropyl][1,3]dithian-2-ylmethyl}tetrahydrofuran

There total 8 articles about (2S,3R,5R,1'R,2''S)-2-[1'-(tert-butyldimethylsilanyloxy)-3'-(triethylsilanyl)prop-2'-ynyl]-3-(dimethylphenylsilanyl)-5-{2-[3''-(4-methoxybenzyloxy)-2''-methylpropyl][1,3]dithian-2-ylmethyl}tetrahydrofuran 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:

: 790662-54-3
(S)-2-[3-(4-methoxybenzyloxy)-2-methylpropyl][1,3]dithiane

: 790662-53-2
(2R,4R,3S,1'R)-2-[1'-(tert-butyldimethylsilanyloxy)-3'-(triethylsilanyl)prop-2'-ynyl]-3-(dimethylphenylsilanyl)-5-iodomethyltetrahydrofuran

: (2S,3R,5R,1'R,2''S)-2-[1'-(tert-butyldimethylsilanyloxy)-3'-(triethylsilanyl)prop-2'-ynyl]-3-(dimethylphenylsilanyl)-5-{2-[3''-(4-methoxybenzyloxy)-2''-methylpropyl][1,3]dithian-2-ylmethyl}tetrahydrofuran

: 790662-67-8
(2S,3R,5R,1'R,2''S)-2-[1'-(tert-butyldimethylsilanyloxy)-3'-(triethylsilanyl)prop-2'-ynyl]-3-(dimethylphenylsilanyl)-5-{2-[3''-(4-methoxybenzyloxy)-2''-methylpropyl][1,3]dithian-2-ylmethyl}tetrahydrofuran

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 0.75h;
DOI:10.1021/ol048381z

Reference yield:

: 71572-60-6
3-triethylsilyl-2-propynal

: 790662-67-8
(2S,3R,5R,1'R,2''S)-2-[1'-(tert-butyldimethylsilanyloxy)-3'-(triethylsilanyl)prop-2'-ynyl]-3-(dimethylphenylsilanyl)-5-{2-[3''-(4-methoxybenzyloxy)-2''-methylpropyl][1,3]dithian-2-ylmethyl}tetrahydrofuran

Guidance literature:: Multi-step reaction with 7 steps

1.1: t-BuOK; n-BuLi / tetrahydrofuran; hexane / -78 - -45 °C

1.2: (-)-Ipc₂BOMe; BF₃*OEt₂ / tetrahydrofuran; hexane / 6 h / -78 °C

1.3: KH₂PO₄; KOH; H₂O₂ / tetrahydrofuran; hexane; H₂O / 1 h / 20 °C

2.1: 82 percent / imidazole / dimethylformamide / 16 h

3.1: 62 percent / SnCl₄ / toluene; CH₂Cl₂ / 0.75 h / -78 °C

4.1: DIBAL-H / tetrahydrofuran; CH₂Cl₂ / 2.5 h / 0 °C

5.1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 0.75 h / 0 °C

6.1: 94 percent / NaI / acetone / 48 h / 75 °C

7.1: HMPA; t-BuLi / tetrahydrofuran / 0.75 h / -78 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; potassium tert-butylate; tert.-butyl lithium; tin(IV) chloride; diisobutylaluminium hydride; triethylamine; sodium iodide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/ol048381z

Reference yield:

: 183894-33-9
(R)-(+)-1-[(3'-iodo-2'-methylpropoxy)methyl]-4-methoxybenzene

: 790662-67-8
(2S,3R,5R,1'R,2''S)-2-[1'-(tert-butyldimethylsilanyloxy)-3'-(triethylsilanyl)prop-2'-ynyl]-3-(dimethylphenylsilanyl)-5-{2-[3''-(4-methoxybenzyloxy)-2''-methylpropyl][1,3]dithian-2-ylmethyl}tetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / HMPA; n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C

2: HMPA; t-BuLi / tetrahydrofuran / 0.75 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tert.-butyl lithium; In tetrahydrofuran; hexane;
DOI:10.1021/ol048381z