(4R,5S,E)-((7S,11S,E)-2,2,3,3,7-pentamethyl-9-oxo-4,8-dioxa-5-aza-3-siladodec-5-en-11-yl) 5-(4-methoxybenzyloxy)-4-((2-methoxyethoxy)methoxy)hex-2-enoate

Base Information

Chemical Name:(4R,5S,E)-((7S,11S,E)-2,2,3,3,7-pentamethyl-9-oxo-4,8-dioxa-5-aza-3-siladodec-5-en-11-yl) 5-(4-methoxybenzyloxy)-4-((2-methoxyethoxy)methoxy)hex-2-enoate
CAS No.:861903-08-4
Molecular Formula:C₃₁H₅₁NO₁₀Si
Molecular Weight:625.832
Hs Code.:

Synonyms:(4R,5S,E)-((7S,11S,E)-2,2,3,3,7-pentamethyl-9-oxo-4,8-dioxa-5-aza-3-siladodec-5-en-11-yl) 5-(4-methoxybenzyloxy)-4-((2-methoxyethoxy)methoxy)hex-2-enoate

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Chemical Property of (4R,5S,E)-((7S,11S,E)-2,2,3,3,7-pentamethyl-9-oxo-4,8-dioxa-5-aza-3-siladodec-5-en-11-yl) 5-(4-methoxybenzyloxy)-4-((2-methoxyethoxy)methoxy)hex-2-enoate

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Technology Process of (4R,5S,E)-((7S,11S,E)-2,2,3,3,7-pentamethyl-9-oxo-4,8-dioxa-5-aza-3-siladodec-5-en-11-yl) 5-(4-methoxybenzyloxy)-4-((2-methoxyethoxy)methoxy)hex-2-enoate

There total 9 articles about (4R,5S,E)-((7S,11S,E)-2,2,3,3,7-pentamethyl-9-oxo-4,8-dioxa-5-aza-3-siladodec-5-en-11-yl) 5-(4-methoxybenzyloxy)-4-((2-methoxyethoxy)methoxy)hex-2-enoate 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: 74.0%

: 861902-99-0
(1S)-2-([tert-butyl(dimethyl)silyl]oxyimino)-1-methylethyl (3S)-3-hydroxybutanoate

: 861902-95-6
(E,4R,5S)-4-((2-methoxyethoxy)methoxy)-5-(4-methoxybenzyloxy)hex-2-enoic acid

: 861903-08-4
(4R,5S,E)-((7S,11S,E)-2,2,3,3,7-pentamethyl-9-oxo-4,8-dioxa-5-aza-3-siladodec-5-en-11-yl) 5-(4-methoxybenzyloxy)-4-((2-methoxyethoxy)methoxy)hex-2-enoate

Guidance literature:: (E,4R,5S)-4-((2-methoxyethoxy)methoxy)-5-(4-methoxybenzyloxy)hex-2-enoic acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In toluene; at 20 ℃; for 2h;

(1S)-2-([tert-butyl(dimethyl)silyl]oxyimino)-1-methylethyl (3S)-3-hydroxybutanoate; With dmap; In toluene; at 20 ℃; for 1h;
DOI:10.1021/ol0508429

Reference yield:

: 861902-98-9
(2S)-2-[(4-methoxybenzyl)oxy]propanal O-[tert-butyl(dimethyl)silyl]oxime

: 861903-08-4
(4R,5S,E)-((7S,11S,E)-2,2,3,3,7-pentamethyl-9-oxo-4,8-dioxa-5-aza-3-siladodec-5-en-11-yl) 5-(4-methoxybenzyloxy)-4-((2-methoxyethoxy)methoxy)hex-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: DDQ; phosphate buffer / CH₂Cl₂ / 1 h / 20 °C / pH 7.0

2.1: 1.7 g / EDCI; DMAP / CH₂Cl₂ / 12 h / 20 °C

3.1: 84 percent / DDQ; phosphate buffer / CH₂Cl₂ / 2 h / 20 °C / pH 7.0

4.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / toluene / 2 h / 20 °C

4.2: 74 percent / DMAP / toluene / 1 h / 20 °C

With dmap; phosphate buffer; 2,4,6-trichlorobenzoyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; toluene;
DOI:10.1021/ol0508429

Reference yield:

: C₉H₂₁NO₂Si

: 861903-08-4
(4R,5S,E)-((7S,11S,E)-2,2,3,3,7-pentamethyl-9-oxo-4,8-dioxa-5-aza-3-siladodec-5-en-11-yl) 5-(4-methoxybenzyloxy)-4-((2-methoxyethoxy)methoxy)hex-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1.7 g / EDCI; DMAP / CH₂Cl₂ / 12 h / 20 °C

2.1: 84 percent / DDQ; phosphate buffer / CH₂Cl₂ / 2 h / 20 °C / pH 7.0

3.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / toluene / 2 h / 20 °C

3.2: 74 percent / DMAP / toluene / 1 h / 20 °C

With dmap; phosphate buffer; 2,4,6-trichlorobenzoyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; toluene;
DOI:10.1021/ol0508429