(3S,4S)-3-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)-1-(1-phenyl-1H-tetrazole-5-sulfonyl)decane

Base Information

Chemical Name:(3S,4S)-3-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)-1-(1-phenyl-1H-tetrazole-5-sulfonyl)decane
CAS No.:692753-40-5
Molecular Formula:C₂₅H₄₄N₄O₅SSi
Molecular Weight:540.8
Hs Code.:

Synonyms:(3S,4S)-3-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)-1-(1-phenyl-1H-tetrazole-5-sulfonyl)decane

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Chemical Property of (3S,4S)-3-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)-1-(1-phenyl-1H-tetrazole-5-sulfonyl)decane

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Technology Process of (3S,4S)-3-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)-1-(1-phenyl-1H-tetrazole-5-sulfonyl)decane

There total 10 articles about (3S,4S)-3-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)-1-(1-phenyl-1H-tetrazole-5-sulfonyl)decane 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%

: 69739-34-0
t-butyldimethylsiyl triflate

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

: 692753-39-2
(3S,4S)-4-(methoxymethoxy)decane-1,3-diol

: 692753-40-5
(3S,4S)-3-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)-1-(1-phenyl-1H-tetrazole-5-sulfonyl)decane

Guidance literature:: 1-Phenyl-1H-tetrazole-5-thiol; (3S,4S)-4-(methoxymethoxy)decane-1,3-diol; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran;

With dihydrogen peroxide; ammonium heptamolybdate; In ethanol;

t-butyldimethylsiyl triflate; With 2,6-dimethylpyridine; In dichloromethane;
DOI:10.3987/COM-04-10016

Reference yield:

: 862907-35-5
(E)-1-(4-methoxybenzyloxy)-3-decene

: 692753-40-5
(3S,4S)-3-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)-1-(1-phenyl-1H-tetrazole-5-sulfonyl)decane

Guidance literature:: Multi-step reaction with 7 steps

1: 11.5 g / AD-mix-α; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 4 °C

2: DDQ / CH₂Cl₂ / 1 h / 20 °C

3: i-Pr₂NEt / CH₂Cl₂ / 20 °C

4: 3.6 g / AcOH; H₂O / tetrahydrofuran / 2 h / Heating

5: PPh₃; DIAD / tetrahydrofuran; toluene / 0.33 h / 0 °C

6: (NH₄)6Mo₇O₂₄*4H₂O; aq. H₂O₂ / ethanol / 6 h / 20 °C

7: 4.2 g / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

With 2,6-dimethylpyridine; ammonium heptamolybdate; AD-mix-α; methanesulfonamide; di-isopropyl azodicarboxylate; water; dihydrogen peroxide; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation / 5: Mitsunobu reaction;
DOI:10.1016/j.tet.2005.05.057

Reference yield:

: 862907-36-6
(1S)-1-[(4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]heptan-1-ol

: 692753-40-5
(3S,4S)-3-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)-1-(1-phenyl-1H-tetrazole-5-sulfonyl)decane

Guidance literature:: Multi-step reaction with 5 steps

1: i-Pr₂NEt / CH₂Cl₂ / 20 °C

2: 3.6 g / AcOH; H₂O / tetrahydrofuran / 2 h / Heating

3: PPh₃; DIAD / tetrahydrofuran; toluene / 0.33 h / 0 °C

4: (NH₄)6Mo₇O₂₄*4H₂O; aq. H₂O₂ / ethanol / 6 h / 20 °C

5: 4.2 g / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

With 2,6-dimethylpyridine; ammonium heptamolybdate; di-isopropyl azodicarboxylate; water; dihydrogen peroxide; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; toluene; 3: Mitsunobu reaction;
DOI:10.1016/j.tet.2005.05.057