(4R,5R,8S,12R)-6-Benzenesulfonyl-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol

Base Information

Chemical Name:(4R,5R,8S,12R)-6-Benzenesulfonyl-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol
CAS No.:503443-83-2
Molecular Formula:C₅₁H₇₄O₇SSi
Molecular Weight:859.296
Hs Code.:

Synonyms:(4R,5R,8S,12R)-6-Benzenesulfonyl-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol

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Chemical Property of (4R,5R,8S,12R)-6-Benzenesulfonyl-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol

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Technology Process of (4R,5R,8S,12R)-6-Benzenesulfonyl-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol

There total 10 articles about (4R,5R,8S,12R)-6-Benzenesulfonyl-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-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: 88.0%

: 503443-74-1
(2S,6R)-9,9-Dimethoxy-2,6-dimethyl-nonanal

: 503443-73-0
((4R,5R)-5-Benzenesulfonylmethyl-4-benzyloxy-6-methyl-heptyloxy)-tert-butyl-diphenyl-silane

: 503443-83-2
(4R,5R,8S,12R)-6-Benzenesulfonyl-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol

Guidance literature:: ((4R,5R)-5-Benzenesulfonylmethyl-4-benzyloxy-6-methyl-heptyloxy)-tert-butyl-diphenyl-silane; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

(2S,6R)-9,9-Dimethoxy-2,6-dimethyl-nonanal;
DOI:10.1016/S0040-4039(02)02608-4

Reference yield:

: 83458-91-7
(2E)-6-(benzyloxy)hex-2-en-1-ol

: 503443-83-2
(4R,5R,8S,12R)-6-Benzenesulfonyl-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 90 percent / D-(-)-DIPT; Ti(O-i-Pr)4; TBHP / -20 °C

2.1: CuI / tetrahydrofuran / 1.5 h / -50 °C

2.2: 1 h / -78 °C

3.1: 80 percent / Bu₃P / pyridine

4.1: 75 percent / mCPBA / CH₂Cl₂

5.1: 97 percent / Pd/C / methanol

6.1: 92 percent / NEt₃; DMAP / CH₂Cl₂

7.1: 85 percent / Bu₄NI; NaH / tetrahydrofuran / 1 h / 20 °C

8.1: 88 percent / BuLi / tetrahydrofuran / -78 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; palladium on activated charcoal; copper(l) iodide; n-butyllithium; tributylphosphine; tetra-(n-butyl)ammonium iodide; sodium hydride; D-(-)-diisopropyl tartrate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; 1.1: Sharpless asymmetric epoxidation;
DOI:10.1016/S0040-4039(02)02608-4

Reference yield:

: 83458-92-8
((2R,3R)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol

: 503443-83-2
(4R,5R,8S,12R)-6-Benzenesulfonyl-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: CuI / tetrahydrofuran / 1.5 h / -50 °C

1.2: 1 h / -78 °C

2.1: 80 percent / Bu₃P / pyridine

3.1: 75 percent / mCPBA / CH₂Cl₂

4.1: 97 percent / Pd/C / methanol

5.1: 92 percent / NEt₃; DMAP / CH₂Cl₂

6.1: 85 percent / Bu₄NI; NaH / tetrahydrofuran / 1 h / 20 °C

7.1: 88 percent / BuLi / tetrahydrofuran / -78 °C

With dmap; palladium on activated charcoal; copper(l) iodide; n-butyllithium; tributylphosphine; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane;
DOI:10.1016/S0040-4039(02)02608-4