(4S)-2,2-dimethyl-4-[(1S,2R,3R,4Z)-1,2,3-tris(benzyloxy)hexadec-4-en-1-yl]-1,3-oxazolidine

Base Information

Chemical Name:(4S)-2,2-dimethyl-4-[(1S,2R,3R,4Z)-1,2,3-tris(benzyloxy)hexadec-4-en-1-yl]-1,3-oxazolidine
CAS No.:934737-57-2
Molecular Formula:C₄₇H₆₇NO₆
Molecular Weight:742.052
Hs Code.:

Synonyms:(4S)-2,2-dimethyl-4-[(1S,2R,3R,4Z)-1,2,3-tris(benzyloxy)hexadec-4-en-1-yl]-1,3-oxazolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S)-2,2-dimethyl-4-[(1S,2R,3R,4Z)-1,2,3-tris(benzyloxy)hexadec-4-en-1-yl]-1,3-oxazolidine

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Technology Process of (4S)-2,2-dimethyl-4-[(1S,2R,3R,4Z)-1,2,3-tris(benzyloxy)hexadec-4-en-1-yl]-1,3-oxazolidine

There total 3 articles about (4S)-2,2-dimethyl-4-[(1S,2R,3R,4Z)-1,2,3-tris(benzyloxy)hexadec-4-en-1-yl]-1,3-oxazolidine 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: 35.0%

: tert-butyl (4S)-2,2-dimethyl-4-[(1S,2S,3S)-1,2,3-tris(benzyloxy)-4-oxobutyl]-1,3-oxazolidine-3-carboxylate

: 15510-55-1
dodecyltriphenylphosphonium bromide

: C₄₇H₆₇NO₆

: 934737-57-2
(4S)-2,2-dimethyl-4-[(1S,2R,3R,4Z)-1,2,3-tris(benzyloxy)hexadec-4-en-1-yl]-1,3-oxazolidine

Guidance literature:: With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -78 - -10 ℃; for 4h;
DOI:10.1002/hlca.200790032

Reference yield:

: 124127-33-9
tert-butyl (4S)-4-[(1S,2S)-1,2-bis(benzyloxy)-3-oxopropyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 934737-57-2
(4S)-2,2-dimethyl-4-[(1S,2R,3R,4Z)-1,2,3-tris(benzyloxy)hexadec-4-en-1-yl]-1,3-oxazolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: CH₂Cl₂

1.2: NaH

1.3: 78 percent / MeI; NaBH₄; Hg⁽²⁺⁾ / H₂O

2.1: 35 percent / BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 4 h / -78 - -10 °C

With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; 2.1: Wittig reaction;
DOI:10.1002/hlca.200790032

Reference yield:

: 100-39-0
benzyl bromide

: 934737-57-2
(4S)-2,2-dimethyl-4-[(1S,2R,3R,4Z)-1,2,3-tris(benzyloxy)hexadec-4-en-1-yl]-1,3-oxazolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: CH₂Cl₂

1.2: NaH

1.3: 78 percent / MeI; NaBH₄; Hg⁽²⁺⁾ / H₂O

2.1: 35 percent / BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 4 h / -78 - -10 °C

With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; 2.1: Wittig reaction;
DOI:10.1002/hlca.200790032