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

Base Information

Chemical Name:(R)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hexan-2-ol
CAS No.:313677-41-7
Molecular Formula:C₂₄H₃₂O₅
Molecular Weight:400.515
Hs Code.:

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

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

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

There total 10 articles about (R)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hexan-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: 96.0%

: 313677-55-3
4-Nitro-benzoic acid (R)-1-benzyloxymethyl-5-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-pentyl ester

: 313677-41-7
(R)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hexan-2-ol

Guidance literature:: With potassium carbonate; In methanol;
DOI:10.1016/S0040-4039(00)01344-7

Reference yield:

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

: 313677-41-7
(R)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hexan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

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

2: TBAF / tetrahydrofuran

3: 78 percent / H₂ / Pd-C / ethyl acetate

4: 98 percent / DEAD; PPh₃ / tetrahydrofuran

5: 96 percent / K₂CO₃ / methanol

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; 1: Alkylation / 2: Substitution / 3: Catalytic hydrogenation / 4: Esterification / 5: Hydrolysis;
DOI:10.1016/S0040-4039(00)01344-7

Reference yield:

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

: 313677-41-7
(R)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hexan-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / NaH / tetrahydrofuran

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

3: TBAF / tetrahydrofuran

4: 78 percent / H₂ / Pd-C / ethyl acetate

5: 98 percent / DEAD; PPh₃ / tetrahydrofuran

6: 96 percent / K₂CO₃ / methanol

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; 1: Etherification / 2: Alkylation / 3: Substitution / 4: Catalytic hydrogenation / 5: Esterification / 6: Hydrolysis;
DOI:10.1016/S0040-4039(00)01344-7