(E)-(5R,6S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-trityloxy-hept-3-en-2-one

Base Information

Chemical Name:(E)-(5R,6S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-trityloxy-hept-3-en-2-one
CAS No.:241155-45-3
Molecular Formula:C₄₇H₅₄O₆Si
Molecular Weight:743.028
Hs Code.:

Synonyms:(E)-(5R,6S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-trityloxy-hept-3-en-2-one

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Chemical Property of (E)-(5R,6S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-trityloxy-hept-3-en-2-one

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Technology Process of (E)-(5R,6S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-trityloxy-hept-3-en-2-one

There total 9 articles about (E)-(5R,6S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-trityloxy-hept-3-en-2-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:

: 19810-31-2
Benzyloxyacetyl chloride

: 241155-45-3
(E)-(5R,6S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-trityloxy-hept-3-en-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / n-BuLi / tetrahydrofuran / -78 - 50 °C

2: LiCl, i-Pr₂NEt / acetonitrile / 30 h / Ambient temperature

With n-butyllithium; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; acetonitrile;
DOI:10.1055/s-1999-2743

Reference yield:

: 30379-55-6
benzyloxyacetic acid

: 241155-45-3
(E)-(5R,6S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-trityloxy-hept-3-en-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: SOCl₂ / methanol / 12 h / -20 - 20 °C

2: 96 percent / n-BuLi / tetrahydrofuran / -78 - 50 °C

3: LiCl, i-Pr₂NEt / acetonitrile / 30 h / Ambient temperature

With n-butyllithium; thionyl chloride; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1055/s-1999-2743

Reference yield:

: 76-83-5
trityl chloride

: 241155-45-3
(E)-(5R,6S)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-trityloxy-hept-3-en-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / pyridine / CH₂Cl₂ / 48 h / Ambient temperature

2: 99 percent / imidazole / dimethylformamide / Ambient temperature

3: 70 percent / DIBAL-H / CH₂Cl₂ / -78 - -30 °C

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) -78 to -40 deg C, 30 min

5: LiCl, i-Pr₂NEt / acetonitrile / 30 h / Ambient temperature

With pyridine; 1H-imidazole; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-1999-2743