(2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-2-(((2S,3S)-6-hydroxy-3-methyltetrahydro-2H-pyran-2-yl)methyl)-3,5,11-trimethyl-1-oxa-7-azaspiro[5.5]undecan-8-one

Base Information

Chemical Name:(2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-2-(((2S,3S)-6-hydroxy-3-methyltetrahydro-2H-pyran-2-yl)methyl)-3,5,11-trimethyl-1-oxa-7-azaspiro[5.5]undecan-8-one
CAS No.:256326-85-9
Molecular Formula:C₂₁H₃₇NO₅
Molecular Weight:383.528
Hs Code.:

(2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-2-(((2S,3S)-6-hydroxy-3-methyltetrahydro-2H-pyran-2-yl)methyl)-3,5,11-trimethyl-1-oxa-7-azaspiro[5.5]undecan-8-one

Synonyms:(2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-2-(((2S,3S)-6-hydroxy-3-methyltetrahydro-2H-pyran-2-yl)methyl)-3,5,11-trimethyl-1-oxa-7-azaspiro[5.5]undecan-8-one

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Chemical Property of (2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-2-(((2S,3S)-6-hydroxy-3-methyltetrahydro-2H-pyran-2-yl)methyl)-3,5,11-trimethyl-1-oxa-7-azaspiro[5.5]undecan-8-one

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Technology Process of (2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-2-(((2S,3S)-6-hydroxy-3-methyltetrahydro-2H-pyran-2-yl)methyl)-3,5,11-trimethyl-1-oxa-7-azaspiro[5.5]undecan-8-one

There total 1 articles about (2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-2-(((2S,3S)-6-hydroxy-3-methyltetrahydro-2H-pyran-2-yl)methyl)-3,5,11-trimethyl-1-oxa-7-azaspiro[5.5]undecan-8-one 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: 87.0%

: 256424-82-5
26(S),27(S)-dihydroxysanglifehrin A

: 256326-85-9
(2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-2-(((2S,3S)-6-hydroxy-3-methyltetrahydro-2H-pyran-2-yl)methyl)-3,5,11-trimethyl-1-oxa-7-azaspiro[5.5]undecan-8-one

: 256424-81-4
(E)-3-[(13E,15E)-(3S,6S,9R,10R,11S,12S,18S,21S)-10,12-Dihydroxy-3-(3-hydroxy-benzyl)-6-isopropyl-11-methyl-2,5,8,20-tetraoxo-9-(3-oxo-butyl)-19-oxa-1,4,7,25-tetraaza-bicyclo[19.3.1]pentacosa-13,15-dien-18-yl]-but-2-enal

Guidance literature:: With sodium periodate; In tetrahydrofuran; water; at 20 ℃; for 1h;
DOI:10.1021/jo9912395

Reference yield:

: 1100-88-5
benzyltriphenylphosphonium chloride

: 256326-85-9
(2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-2-(((2S,3S)-6-hydroxy-3-methyltetrahydro-2H-pyran-2-yl)methyl)-3,5,11-trimethyl-1-oxa-7-azaspiro[5.5]undecan-8-one

: (2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-2-((2S,3S)-2-hydroxy-3-methyl-7-phenylhept-6-en-1-yl)-3,5,11-trimethyl-1-oxa-7-azaspiro[5.5]undecan-8-one

: C₂₈H₄₃NO₄

Guidance literature:: benzyltriphenylphosphonium chloride; With potassium tert-butylate; tert-butyl alcohol; at 35 ℃; for 1h; Molecular sieve;

(2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-2-(((2S,3S)-6-hydroxy-3-methyltetrahydro-2H-pyran-2-yl)methyl)-3,5,11-trimethyl-1-oxa-7-azaspiro[5.5]undecan-8-one; With tert-butyl alcohol; at 35 ℃; for 17h; Overall yield = 70 %; Overall yield = 250 mg; Molecular sieve;
DOI:10.1016/j.bmc.2016.12.005

Reference yield:

: 256326-85-9
(2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-2-(((2S,3S)-6-hydroxy-3-methyltetrahydro-2H-pyran-2-yl)methyl)-3,5,11-trimethyl-1-oxa-7-azaspiro[5.5]undecan-8-one

: 256326-87-1
(2S,3R,4S,5S,6R,9S,11S)-9-Ethyl-4-hydroxy-2-[(2S,3S)-2-hydroxy-3-methyl-6-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-hexyl]-3,5,11-trimethyl-1-oxa-7-aza-spiro[5.5]undecan-8-one

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / NaBH₄ / methanol / 2 h / 0 °C

2: 71 percent / Ph₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 30 h / 20 °C

With sodium tetrahydroborate; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; methanol; 1: Reduction / 2: Substitution;
DOI:10.1021/jo9912395