(S)-1-((2R,7S)-7-Benzyloxymethyl-oxepan-2-yl)-2-(4-methoxy-benzyloxy)-ethanol

Base Information

Chemical Name:(S)-1-((2R,7S)-7-Benzyloxymethyl-oxepan-2-yl)-2-(4-methoxy-benzyloxy)-ethanol
CAS No.:313677-42-8
Molecular Formula:C₂₄H₃₂O₅
Molecular Weight:400.515
Hs Code.:

Synonyms:(S)-1-((2R,7S)-7-Benzyloxymethyl-oxepan-2-yl)-2-(4-methoxy-benzyloxy)-ethanol

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Chemical Property of (S)-1-((2R,7S)-7-Benzyloxymethyl-oxepan-2-yl)-2-(4-methoxy-benzyloxy)-ethanol

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Technology Process of (S)-1-((2R,7S)-7-Benzyloxymethyl-oxepan-2-yl)-2-(4-methoxy-benzyloxy)-ethanol

There total 9 articles about (S)-1-((2R,7S)-7-Benzyloxymethyl-oxepan-2-yl)-2-(4-methoxy-benzyloxy)-ethanol 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: 85.0%

: 313677-40-6
(S)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hexan-2-ol

: 313677-42-8
(S)-1-((2R,7S)-7-Benzyloxymethyl-oxepan-2-yl)-2-(4-methoxy-benzyloxy)-ethanol

Guidance literature:: (S)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hexan-2-ol; With bis(tri-n-butyltin)oxide; In toluene; Heating;

With zinc trifluoromethanesulfonate; In toluene; at 90 ℃; for 10h;
DOI:10.1016/S0040-4039(00)01344-7

Reference yield:

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

: 313677-42-8
(S)-1-((2R,7S)-7-Benzyloxymethyl-oxepan-2-yl)-2-(4-methoxy-benzyloxy)-ethanol

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: TBAF / tetrahydrofuran

3.1: 78 percent / H₂ / Pd-C / ethyl acetate

4.1: (Bu₃Sn)2O / toluene / Heating

4.2: 85 percent / Zn(OTf)2 / toluene / 10 h / 90 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; bis(tri-n-butyltin)oxide; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; toluene; 1.1: Alkylation / 2.1: Substitution / 3.1: Catalytic hydrogenation / 4.1: Etherification / 4.2: Cyclization;
DOI:10.1016/S0040-4039(00)01344-7

Reference yield:

: 124662-61-9
(S)-5-Benzyloxy-4-hydroxy-1-pentyne

: 313677-42-8
(S)-1-((2R,7S)-7-Benzyloxymethyl-oxepan-2-yl)-2-(4-methoxy-benzyloxy)-ethanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / NaH / tetrahydrofuran

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

3.1: TBAF / tetrahydrofuran

4.1: 78 percent / H₂ / Pd-C / ethyl acetate

5.1: (Bu₃Sn)2O / toluene / Heating

5.2: 85 percent / Zn(OTf)2 / toluene / 10 h / 90 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; bis(tri-n-butyltin)oxide; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; toluene; 1.1: Etherification / 2.1: Alkylation / 3.1: Substitution / 4.1: Catalytic hydrogenation / 5.1: Etherification / 5.2: Cyclization;
DOI:10.1016/S0040-4039(00)01344-7