2,5,7-Trioxa-10-azaundecan-11-oic acid, 9-(2-borono-3,5-dimethoxyphenyl)-, 11-(phenylmethyl) ester, (9S)-

Base Information

Chemical Name:2,5,7-Trioxa-10-azaundecan-11-oic acid, 9-(2-borono-3,5-dimethoxyphenyl)-, 11-(phenylmethyl) ester, (9S)-
CAS No.:223572-32-5
Molecular Formula:C22H30BNO9
Molecular Weight:463.292
Hs Code.:

Synonyms:

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Chemical Property of 2,5,7-Trioxa-10-azaundecan-11-oic acid, 9-(2-borono-3,5-dimethoxyphenyl)-, 11-(phenylmethyl) ester, (9S)-

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Technology Process of 2,5,7-Trioxa-10-azaundecan-11-oic acid, 9-(2-borono-3,5-dimethoxyphenyl)-, 11-(phenylmethyl) ester, (9S)-

There total 5 articles about 2,5,7-Trioxa-10-azaundecan-11-oic acid, 9-(2-borono-3,5-dimethoxyphenyl)-, 11-(phenylmethyl) ester, (9S)- 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:

: 40243-87-6
3,5-dimethoxystyrene

: 223572-32-5
C₂₂H₃₀BNO₉

Guidance literature:: Multi-step reaction with 5 steps

1.1: (DHQ)2PHAL; K₂Os₂(OH)4; t-BuOCl / aq. NaOH; propan-1-ol / 0.5 h / 25 °C

2.1: NBS / acetonitrile / 0.5 h / 0 °C

3.1: i-Pr₂NEt / CH₂Cl₂; tetrahydrofuran / 22 h / 25 °C

4.1: i-PrMgBr / 0.5 h / 0 °C

4.2: t-BuLi / -78 °C

4.3: 0.5 h / -78 - 0 °C

5.1: H₂₀

With potassium osmate; N-Bromosuccinimide; Hydroquinone 1,4-phthalazinediyl diether; tert-butylhypochlorite; water; isopropylmagnesium bromide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; propan-1-ol; sodium hydroxide; dichloromethane; acetonitrile; 1.1: asymmetric aminohydroxylation / 2.1: Bromination / 3.1: Alkylation / 4.1: deprotonation / 4.2: Metallation / 4.3: Substitution / 5.1: Hydrolysis;
DOI:10.1021/ja992577q

Reference yield:

: 199392-80-8
(S)-benzyl (1-(3,5-dimethoxyphenyl)-2-hydroxyethyl)carbamate

: 223572-32-5
C₂₂H₃₀BNO₉

Guidance literature:: Multi-step reaction with 4 steps

1.1: NBS / acetonitrile / 0.5 h / 0 °C

2.1: i-Pr₂NEt / CH₂Cl₂; tetrahydrofuran / 22 h / 25 °C

3.1: i-PrMgBr / 0.5 h / 0 °C

3.2: t-BuLi / -78 °C

3.3: 0.5 h / -78 - 0 °C

4.1: H₂₀

With N-Bromosuccinimide; water; isopropylmagnesium bromide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile; 1.1: Bromination / 2.1: Alkylation / 3.1: deprotonation / 3.2: Metallation / 3.3: Substitution / 4.1: Hydrolysis;
DOI:10.1021/ja992577q

Reference yield:

: 253276-87-8
[(S)-1-(2-Bromo-3,5-dimethoxy-phenyl)-2-hydroxy-ethyl]-carbamic acid benzyl ester

: 223572-32-5
C₂₂H₃₀BNO₉

Guidance literature:: Multi-step reaction with 3 steps

1.1: i-Pr₂NEt / CH₂Cl₂; tetrahydrofuran / 22 h / 25 °C

2.1: i-PrMgBr / 0.5 h / 0 °C

2.2: t-BuLi / -78 °C

2.3: 0.5 h / -78 - 0 °C

3.1: H₂₀

With water; isopropylmagnesium bromide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1.1: Alkylation / 2.1: deprotonation / 2.2: Metallation / 2.3: Substitution / 3.1: Hydrolysis;
DOI:10.1021/ja992577q