(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

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Chemical Name:(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
CAS No.:256326-87-1
Molecular Formula:C₂₈H₄₃N₅O₄S
Molecular Weight:545.747
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 8 articles about (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 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: 71.0%

: 86-93-1
1-Phenyl-1H-tetrazole-5-thiol

: 256326-86-0
(2S,3R,4S,5S,6R,9S,11S)-2-((2S,3S)-2,6-Dihydroxy-3-methyl-hexyl)-9-ethyl-4-hydroxy-3,5,11-trimethyl-1-oxa-7-aza-spiro[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:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 30h;
DOI:10.1021/jo9912395

Reference yield:

: 187148-13-6
(-)-sanglifehrin A

: 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 4 steps

1: 70 percent / (DHQ)2PHAL; OsO₄; CH₃SO₂NH₂; K₃Fe(CN)6; K₂CO₃ / 2-methyl-propan-2-ol; H₂O / 2 h / 20 °C

2: 87 percent / sodium periodate / tetrahydrofuran; H₂O / 1 h / 20 °C

3: 93 percent / NaBH₄ / methanol / 2 h / 0 °C

4: 71 percent / Ph₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 30 h / 20 °C

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; methanesulfonamide; di-isopropyl azodicarboxylate; potassium carbonate; triphenylphosphine; potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; water; tert-butyl alcohol; 1: Addition / 2: Decomposition / 3: Reduction / 4: Substitution;
DOI:10.1021/jo9912395

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