(1S,3R,5R)-3-<1(E)-(1-<((triisopropylsilyl)oxy)methyl>-3-tert-butoxypropenyl)>-1-<2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>benzoyl>-6-oxabicyclo<3.1.0>hexane

Base Information

• Chemical Name: (1S,3R,5R)-3-<1(E)-(1-<((triisopropylsilyl)oxy)methyl>-3-tert-butoxypropenyl)>-1-<2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>benzoyl>-6-oxabicyclo<3.1.0>hexane
• CAS No.: 152425-22-4
• Molecular Formula: C₃₄H₅₅N₃O₅Si
• Molecular Weight: 613.913

Synonyms:(1S,3R,5R)-3-<1(E)-(1-<((triisopropylsilyl)oxy)methyl>-3-tert-butoxypropenyl)>-1-<2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>benzoyl>-6-oxabicyclo<3.1.0>hexane

Chemical Property of (1S,3R,5R)-3-<1(E)-(1-<((triisopropylsilyl)oxy)methyl>-3-tert-butoxypropenyl)>-1-<2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>benzoyl>-6-oxabicyclo<3.1.0>hexane

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (1S,3R,5R)-3-<1(E)-(1-<((triisopropylsilyl)oxy)methyl>-3-tert-butoxypropenyl)>-1-<2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>benzoyl>-6-oxabicyclo<3.1.0>hexane

There total 3 articles about (1S,3R,5R)-3-<1(E)-(1-<((triisopropylsilyl)oxy)methyl>-3-tert-butoxypropenyl)>-1-<2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>benzoyl>-6-oxabicyclo<3.1.0>hexane 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: 91.0%

(4R)-4-<1-((triisopropylsiloxy)methyl)-3-tert-butoxy-1(E)-propenyl>-1-<1-(2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>benzoyl)>cyclopentene (152425-14-4) → (1S,3R,5R)-3-<1(E)-(1-<((triisopropylsilyl)oxy)methyl>-3-tert-butoxypropenyl)>-1-<2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>benzoyl>-6-oxabicyclo<3.1.0>hexane (152425-22-4)

Guidance literature:

With tert.-butylhydroperoxide; N-benzyl-trimethylammonium hydroxide; In tetrahydrofuran; at -15 ℃;

DOI:10.1021/ja00073a057

Reference yield:

1,3-dimethyl-5-(2-iodophenyl)-hexahydro-2-oxo-1,3,5-triazine (130749-97-2) → (1S,3R,5R)-3-<1(E)-(1-<((triisopropylsilyl)oxy)methyl>-3-tert-butoxypropenyl)>-1-<2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>benzoyl>-6-oxabicyclo<3.1.0>hexane (152425-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / LiCl, Pd₂dba3*CHCl₃, Ph₃As / various solvent(s) / 8 h / 65 °C / 2585.7 Torr

2: 91 percent / 90percent tert-butyl hydroperoxide, 40percent methanolic triton B / tetrahydrofuran / 2 h / -23 °C

With tert.-butylhydroperoxide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenyl-arsane; N-benzyl-trimethylammonium hydroxide; lithium chloride; In tetrahydrofuran;

DOI:10.1021/ja00126a017

Reference yield:

(4R)-1-(trimethylstannyl)-4-<1-((triisopropylsiloxy)methyl)-3-tert-butoxy-1(E)-propenyl>cyclopentene (152425-13-3) → (1S,3R,5R)-3-<1(E)-(1-<((triisopropylsilyl)oxy)methyl>-3-tert-butoxypropenyl)>-1-<2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>benzoyl>-6-oxabicyclo<3.1.0>hexane (152425-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / LiCl, Pd₂dba3*CHCl₃, Ph₃As / various solvent(s) / 8 h / 65 °C / 2585.7 Torr

2: 91 percent / 90percent tert-butyl hydroperoxide, 40percent methanolic triton B / tetrahydrofuran / 2 h / -23 °C

With tert.-butylhydroperoxide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenyl-arsane; N-benzyl-trimethylammonium hydroxide; lithium chloride; In tetrahydrofuran;

DOI:10.1021/ja00126a017

upstream raw materials:

(4R)-4-<1-((triisopropylsiloxy)methyl)-3-tert-butoxy-1(E)-propenyl>-1-<1-(2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>benzoyl)>cyclopentene

1,3-dimethyl-5-(2-iodophenyl)-hexahydro-2-oxo-1,3,5-triazine

(4R)-1-(trimethylstannyl)-4-<1-((triisopropylsiloxy)methyl)-3-tert-butoxy-1(E)-propenyl>cyclopentene

Downstream raw materials:

(1S,3R,5R)-3-<1(E)-(1-((triisopropylsilyl)oxy)methyl-3-tert-butoxypropenyl)>-1-<1-<2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>phenyl>ethenyl>-6-oxabicyclo<3.1.0>hexane

(1S,3R,5R)-3-<1(E)-(1-((trifluoroacetamido)methyl)-3-tert-butoxypropenyl)>-1-<1-<2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>phenyl>ethenyl>-6-oxabicyclo<3.1.0>hexane

5-(2-{1-[(1S,5R,7R)-4-[2-tert-Butoxy-eth-(E)-ylidene]-7-hydroxy-2-(2,2,2-trifluoro-acetyl)-2-aza-bicyclo[3.2.1]oct-7-yl]-vinyl}-phenyl)-1,3-dimethyl-[1,3,5]triazinan-2-one

(1R,7R,8S)-2-((2-tert-butoxy)-1(E)-ethylidene)-7-<2-<5-(1,3-dimethylhexahydro-2-oxa-1,3,5-triazinyl)>phenyl>-4-azatricyclo<5.2.2.0^4,8>undecan-11-one

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