tert-butyl ((1S,4R,5S,6S)-4,5,6-tris(ethoxymethoxy)-3-formylcyclohex-2-en-1-yl)carbamate

Base Information

Chemical Name:tert-butyl ((1S,4R,5S,6S)-4,5,6-tris(ethoxymethoxy)-3-formylcyclohex-2-en-1-yl)carbamate
CAS No.:1379001-60-1
Molecular Formula:C₂₁H₃₇NO₉
Molecular Weight:447.526
Hs Code.:

Synonyms:

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Chemical Property of tert-butyl ((1S,4R,5S,6S)-4,5,6-tris(ethoxymethoxy)-3-formylcyclohex-2-en-1-yl)carbamate

Chemical Property:

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Technology Process of tert-butyl ((1S,4R,5S,6S)-4,5,6-tris(ethoxymethoxy)-3-formylcyclohex-2-en-1-yl)carbamate

There total 6 articles about tert-butyl ((1S,4R,5S,6S)-4,5,6-tris(ethoxymethoxy)-3-formylcyclohex-2-en-1-yl)carbamate 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:

: C₂₁H₃₉NO₁₀

: 1379001-60-1
tert-butyl ((1S,4R,5S,6S)-4,5,6-tris(ethoxymethoxy)-3-formylcyclohex-2-en-1-yl)carbamate

Guidance literature:: With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 24h;
DOI:10.1055/s-0031-1290614

Reference yield:

: C₂₁H₄₁NO₅Si

: 1379001-60-1
tert-butyl ((1S,4R,5S,6S)-4,5,6-tris(ethoxymethoxy)-3-formylcyclohex-2-en-1-yl)carbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: osmium(VIII) oxide; N,N,N,N,-tetramethylethylenediamine / dichloromethane / -78 °C

2.1: N-ethyl-N,N-diisopropylamine; sodium iodide / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

2.2: 72 h / 0 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / methanol / 4 h / 20 °C

4.1: copper(II) choride dihydrate / acetonitrile / 2 h / 20 °C

5.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

6.1: piperidine; toluene-4-sulfonic acid / benzene / 2 h / 20 °C

7.1: methanesulfonyl chloride; triethylamine / dichloromethane / 24 h / 0 - 20 °C

With piperidine; osmium(VIII) oxide; copper(II) choride dihydrate; N,N,N,N,-tetramethylethylenediamine; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; In methanol; dichloromethane; acetonitrile; benzene; 5.1: Dess-Martin oxidation / 6.1: Aldol condensation;
DOI:10.1055/s-0031-1290614

Reference yield:

: C₂₄H₄₇NO₁₀

: 1379001-60-1
tert-butyl ((1S,4R,5S,6S)-4,5,6-tris(ethoxymethoxy)-3-formylcyclohex-2-en-1-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: copper(II) choride dihydrate / acetonitrile / 2 h / 20 °C

2: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

3: piperidine; toluene-4-sulfonic acid / benzene / 2 h / 20 °C

4: methanesulfonyl chloride; triethylamine / dichloromethane / 24 h / 0 - 20 °C

With piperidine; copper(II) choride dihydrate; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; In dichloromethane; acetonitrile; benzene; 2: Dess-Martin oxidation / 3: Aldol condensation;
DOI:10.1055/s-0031-1290614