(S)-1-Benzyloxy-3-[(3R,7R,11S,15S)-16-(4-methoxy-benzyloxy)-3,7,11,15-tetramethyl-hexadecyloxy]-propan-2-ol

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Chemical Name:(S)-1-Benzyloxy-3-[(3R,7R,11S,15S)-16-(4-methoxy-benzyloxy)-3,7,11,15-tetramethyl-hexadecyloxy]-propan-2-ol
CAS No.:205392-09-2
Molecular Formula:C₃₈H₆₂O₅
Molecular Weight:598.907
Hs Code.:

Synonyms:(S)-1-Benzyloxy-3-[(3R,7R,11S,15S)-16-(4-methoxy-benzyloxy)-3,7,11,15-tetramethyl-hexadecyloxy]-propan-2-ol

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Chemical Property of (S)-1-Benzyloxy-3-[(3R,7R,11S,15S)-16-(4-methoxy-benzyloxy)-3,7,11,15-tetramethyl-hexadecyloxy]-propan-2-ol

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Technology Process of (S)-1-Benzyloxy-3-[(3R,7R,11S,15S)-16-(4-methoxy-benzyloxy)-3,7,11,15-tetramethyl-hexadecyloxy]-propan-2-ol

There total 15 articles about (S)-1-Benzyloxy-3-[(3R,7R,11S,15S)-16-(4-methoxy-benzyloxy)-3,7,11,15-tetramethyl-hexadecyloxy]-propan-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: 83.0%

: C₂₈H₅₀O₃

: 2930-05-4,14618-80-5,89616-40-0,16495-13-9
(S)-benzyl glycidyl ether

: 205392-09-2
(S)-1-Benzyloxy-3-[(3R,7R,11S,15S)-16-(4-methoxy-benzyloxy)-3,7,11,15-tetramethyl-hexadecyloxy]-propan-2-ol

Guidance literature:: With (S,S)-(salen)Co(III)OTs; In tetrahydrofuran; for 16h; Schlenk technique; Inert atmosphere;
DOI:10.1002/anie.202104759

Reference yield: 44.0%

: 205392-07-0
(R)-4-Benzyloxymethyl-2-[(2R,6R,10S,14S)-15-(4-methoxy-benzyloxy)-2,6,10,14-tetramethyl-pentadecyl]-[1,3]dioxolane

: 205392-08-1
(S)-3-Benzyloxy-2-[(3R,7R,11S,15S)-16-(4-methoxy-benzyloxy)-3,7,11,15-tetramethyl-hexadecyloxy]-propan-1-ol

: 205392-09-2
(S)-1-Benzyloxy-3-[(3R,7R,11S,15S)-16-(4-methoxy-benzyloxy)-3,7,11,15-tetramethyl-hexadecyloxy]-propan-2-ol

Guidance literature:: With diisobutylaluminium hydride; In toluene; 1.) -78 deg C, 20 min, 2.) 0 deg C, 26 h;
DOI:10.1021/jo972328p

Reference yield:

: 24034-73-9
Geranylgeraniol

: 205392-09-2
(S)-1-Benzyloxy-3-[(3R,7R,11S,15S)-16-(4-methoxy-benzyloxy)-3,7,11,15-tetramethyl-hexadecyloxy]-propan-2-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: C₅₂H₄₆O₄P₂Ru; hydrogen / methanol / 16 h / 37503.8 Torr / Schlenk technique; Sealed tube

2.1: 1H-imidazole / dichloromethane / 4 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

3.1: N-Bromosuccinimide / tetrahydrofuran; water / 5 h / 0 °C / Schlenk technique; Inert atmosphere

3.2: Schlenk technique; Inert atmosphere

4.1: periodic acid / tetrahydrofuran / 1 h / 0 °C

5.1: tetrahydrofuran / 16 h / Schlenk technique; Inert atmosphere; Reflux

6.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / Schlenk technique; Inert atmosphere

7.1: C₃₇H₄₀NOPRh; hydrogen / dichloromethane / 16 h / 0 °C / 37503.8 Torr / Schlenk technique

8.1: sodium hydride / tetrahydrofuran / 0.25 h / Schlenk technique; Inert atmosphere

8.2: 16 h / Schlenk technique; Inert atmosphere

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / Schlenk technique; Inert atmosphere

10.1: (S,S)-(salen)Co(III)OTs / tetrahydrofuran / 16 h / Schlenk technique; Inert atmosphere

With 1H-imidazole; N-Bromosuccinimide; tetrabutyl ammonium fluoride; hydrogen; C₅₂H₄₆O₄P₂Ru; C₃₇H₄₀NOPRh; (S,S)-(salen)Co(III)OTs; sodium hydride; diisobutylaluminium hydride; periodic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1002/anie.202104759