(S)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hex-4-yn-2-ol

Base Information

Chemical Name:(S)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hex-4-yn-2-ol
CAS No.:313677-54-2
Molecular Formula:C₂₄H₂₈O₅
Molecular Weight:396.483
Hs Code.:

Synonyms:(S)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hex-4-yn-2-ol

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Chemical Property of (S)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hex-4-yn-2-ol

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Technology Process of (S)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hex-4-yn-2-ol

There total 7 articles about (S)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hex-4-yn-2-ol 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:

: 199658-05-4
(2E)-4-[(4-methoxybenzyl)oxy]but-2-en-1-ol

: 313677-54-2
(S)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hex-4-yn-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: TBHP; (+)-DET; molecular sieves 4 Angstroem / Ti(O-iPr)4 / CH₂Cl₂

2: 97 percent / TEA; DMAP / CH₂Cl₂

3: 94 percent / LiBr / dimethylformamide / 50 °C

4: n-BuLi; HMPA / tetrahydrofuran / -30 °C

5: TBAF / tetrahydrofuran

With tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; diethyl (2R,3R)-tartrate; 4 A molecular sieve; TEA; tetrabutyl ammonium fluoride; lithium bromide; titanium(IV) isopropylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Epoxidation / 2: Tosylation / 3: Substitution / 4: Alkylation / 5: Substitution;
DOI:10.1016/S0040-4039(00)01344-7

Reference yield:

: {(S)-1-Benzyloxymethyl-5-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-pent-3-ynyloxy}-tert-butyl-dimethyl-silane

: 313677-54-2
(S)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hex-4-yn-2-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)01344-7

Reference yield:

: 124662-63-1
(S)-5-Benzyloxy-4-tert-butyldimethylsiloxy-1-pentyne

: 313677-54-2
(S)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hex-4-yn-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: n-BuLi; HMPA / tetrahydrofuran / -30 °C

2: TBAF / tetrahydrofuran

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran; 1: Alkylation / 2: Substitution;
DOI:10.1016/S0040-4039(00)01344-7