tert-butyl (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-4-deutero-4-(1-deuterovinyl)-3-hydroxynon-8-en-2-ylcarbamate

Base Information

Chemical Name:tert-butyl (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-4-deutero-4-(1-deuterovinyl)-3-hydroxynon-8-en-2-ylcarbamate
CAS No.:1309572-08-4
Molecular Formula:C₃₂H₄₇NO₄Si
Molecular Weight:539.799
Hs Code.:

Synonyms:tert-butyl (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-4-deutero-4-(1-deuterovinyl)-3-hydroxynon-8-en-2-ylcarbamate

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Chemical Property of tert-butyl (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-4-deutero-4-(1-deuterovinyl)-3-hydroxynon-8-en-2-ylcarbamate

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Technology Process of tert-butyl (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-4-deutero-4-(1-deuterovinyl)-3-hydroxynon-8-en-2-ylcarbamate

There total 4 articles about tert-butyl (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-4-deutero-4-(1-deuterovinyl)-3-hydroxynon-8-en-2-ylcarbamate 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: 76.0%

: (E)-2,3-dideuteroocta-2,7-dienyl diethyl phosphate

: C₂₅H₃₃NO₄

: 1309572-08-4
tert-butyl (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-4-deutero-4-(1-deuterovinyl)-3-hydroxynon-8-en-2-ylcarbamate

Guidance literature:: (E)-2,3-dideuteroocta-2,7-dienyl diethyl phosphate; C₂₅H₃₃NO₄; With chromium dichloride; sodium iodide; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; optical yield given as %de; diastereoselective reaction;
DOI:10.1021/ol201120k

Reference yield:

: C₂₆H₃₅NO₅

: 1309572-08-4
tert-butyl (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-4-deutero-4-(1-deuterovinyl)-3-hydroxynon-8-en-2-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / hexane; toluene / 2 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C

2.1: chromium dichloride; sodium iodide / tetrahydrofuran / 20 °C / Inert atmosphere

With chromium dichloride; diisobutylaluminium hydride; sodium iodide; In tetrahydrofuran; hexane; toluene; 2.1: Nozaki-Hiyama-Kishi reaction;
DOI:10.1021/ol201120k

Reference yield:

: (E)-2,3-dideuteroocta-2,7-dien-1-ol

: 1309572-08-4
tert-butyl (2S,3S,4S)-1-(tert-butyldiphenylsilyloxy)-4-deutero-4-(1-deuterovinyl)-3-hydroxynon-8-en-2-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

2: chromium dichloride; sodium iodide / tetrahydrofuran / 20 °C / Inert atmosphere

With pyridine; chromium dichloride; dmap; sodium iodide; In tetrahydrofuran; dichloromethane; 2: Nozaki-Hiyama-Kishi reaction;
DOI:10.1021/ol201120k