benzyl 2-((5R,6R)-5-(tert-butyldimethylsilyloxy)-6-(3-(2,2-dimethoxyethyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)ethylcarbamate

Base Information

Chemical Name:benzyl 2-((5R,6R)-5-(tert-butyldimethylsilyloxy)-6-(3-(2,2-dimethoxyethyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)ethylcarbamate
CAS No.:1257051-27-6
Molecular Formula:C₃₃H₄₈INO₇Si
Molecular Weight:725.737
Hs Code.:

Synonyms:benzyl 2-((5R,6R)-5-(tert-butyldimethylsilyloxy)-6-(3-(2,2-dimethoxyethyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)ethylcarbamate

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Chemical Property of benzyl 2-((5R,6R)-5-(tert-butyldimethylsilyloxy)-6-(3-(2,2-dimethoxyethyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)ethylcarbamate

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Technology Process of benzyl 2-((5R,6R)-5-(tert-butyldimethylsilyloxy)-6-(3-(2,2-dimethoxyethyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)ethylcarbamate

There total 9 articles about benzyl 2-((5R,6R)-5-(tert-butyldimethylsilyloxy)-6-(3-(2,2-dimethoxyethyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)ethylcarbamate 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: 99.0%

: 916225-97-3
2-iodo-6-methoxy-3-(2,2-dimethoxyethyl)phenol

: 1201905-42-1
benzyl 2-((5R,6S)-5-(tert-butyldimethylsilyloxy)-6-hydroxycyclohex-1-enyl)ethylcarbamate

: 1257051-27-6
benzyl 2-((5R,6R)-5-(tert-butyldimethylsilyloxy)-6-(3-(2,2-dimethoxyethyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)ethylcarbamate

Guidance literature:: With tributylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 20 ℃; for 0.5h;
DOI:10.1002/asia.201000458

Reference yield:

: 2-iodo-4-methoxy-3-(methoxymethoxy)-1-(2-methoxyvinyl)benzene

: 1257051-27-6
benzyl 2-((5R,6R)-5-(tert-butyldimethylsilyloxy)-6-(3-(2,2-dimethoxyethyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)ethylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: acetyl chloride / methanol / 1 h / 40 °C

2: tributylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.5 h / 20 °C

With tributylphosphine; acetyl chloride; diethylazodicarboxylate; In tetrahydrofuran; methanol; toluene; 2: Mitsunobu reaction;
DOI:10.1002/asia.201000458

Reference yield:

: 930-68-7
cyclohexenone

: 1257051-27-6
benzyl 2-((5R,6R)-5-(tert-butyldimethylsilyloxy)-6-(3-(2,2-dimethoxyethyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)ethylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: toluene / 4 h / Reflux

2.1: dmap; iodine / pyridine; tetrachloromethane / 1 h / 0 - 20 °C

3.1: lipase AK / tetrahydrofuran; water / 6 h / 20 °C / pH 7.41 / aq. phosphate buffer; Enzymatic reaction

3.2: 0.5 h / 0 °C

4.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0 °C

5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydroxide / tetrahydrofuran; water / 1 h / 20 °C / Inert atmosphere

6.1: tributylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.5 h / 20 °C

With dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; tributylphosphine; cerium(III) chloride heptahydrate; iodine; sodium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; pyridine; methanol; tetrachloromethane; water; toluene; 4.1: Luche reduction / 5.1: Suzuki-Miyaura coupling / 6.1: Mitsunobu reaction;
DOI:10.1002/asia.201000458