(2R,3R,4R,5S,6R,8S,10S)-10-benzyloxy-8-benzyloxymethyl-2-ethyl-3-methyl-4-<(R)-methylhexanoyl>-1,7-dioxaspiro<5.5>undecan-5-ol

Base Information

Chemical Name:(2R,3R,4R,5S,6R,8S,10S)-10-benzyloxy-8-benzyloxymethyl-2-ethyl-3-methyl-4-<(R)-methylhexanoyl>-1,7-dioxaspiro<5.5>undecan-5-ol
CAS No.:105977-64-8
Molecular Formula:C₃₄H₄₈O₇
Molecular Weight:568.751
Hs Code.:

Synonyms:

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Chemical Property of (2R,3R,4R,5S,6R,8S,10S)-10-benzyloxy-8-benzyloxymethyl-2-ethyl-3-methyl-4-<(R)-methylhexanoyl>-1,7-dioxaspiro<5.5>undecan-5-ol

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Technology Process of (2R,3R,4R,5S,6R,8S,10S)-10-benzyloxy-8-benzyloxymethyl-2-ethyl-3-methyl-4-<(R)-methylhexanoyl>-1,7-dioxaspiro<5.5>undecan-5-ol

There total 19 articles about (2R,3R,4R,5S,6R,8S,10S)-10-benzyloxy-8-benzyloxymethyl-2-ethyl-3-methyl-4-<(R)-methylhexanoyl>-1,7-dioxaspiro<5.5>undecan-5-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: 30.0%

: 106155-08-2
(R)-2-Methyl-hexanoic acid (2R,3R,4R,5S,6R,8S,10S)-10-benzyloxy-8-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-2-ethyl-3-methyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

: 105977-64-8,123001-28-5
(2R,3R,4R,5S,6R,8S,10S)-10-benzyloxy-8-benzyloxymethyl-2-ethyl-3-methyl-4-<(R)-methylhexanoyl>-1,7-dioxaspiro<5.5>undecan-5-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h;

Reference yield:

: 6261-22-9
pent-2-yn-1-ol

: 105977-64-8,123001-28-5
(2R,3R,4R,5S,6R,8S,10S)-10-benzyloxy-8-benzyloxymethyl-2-ethyl-3-methyl-4-<(R)-methylhexanoyl>-1,7-dioxaspiro<5.5>undecan-5-ol

Guidance literature:: Multi-step reaction with 15 steps

1: H₂ / 5percent Pd-CaCO₃-Pb / methanol

2: 59 percent / Ti(OiPr)4, (+)-DIPT, tBuOOH / CH₂Cl₂ / -20 °C

3: 1.) EDA omplex, 2.) sodium periodate / 1.) DMSO, RT, 6 d, 2.) water

4: 93 percent / pyridine / CH₂Cl₂ / 0 °C

5: 80 percent / CSA / CH₂Cl₂ / 1.5 h / Ambient temperature

6: 1.) lithium triethylborohydride, 2.) 30percent H₂O₂, NaOH / 1.) THF, 0 deg C, RT, 5 h, 2.) water, 0 deg C, 0.5 h

8: H₂, quinoline / Lindlar catalyst / methanol / Ambient temperature

9: 80 percent / CSA / diethyl ether

10: 56 percent / MCPBA / CH₂Cl₂ / 30 h / Ambient temperature

11: 65 percent / 5percent perchloric acid / H₂O; tetrahydrofuran / 1 h / 55 °C

12: 87 percent / 2,6-dimethylpyridine / CH₂Cl₂ / 1 h / 0 °C

13: 74 percent / camphorsulphonic acid / methanol / 3 h / Ambient temperature

14: 1.) BuLi, 3.) dimethylamino propylamine / 1.) THF, -80 deg C, -60 deg C, 30 min, 2.) THF, -60 deg C, 15 min, 0 deg C, 1 h

15: 30 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h

With pyridine; 2,6-dimethylpyridine; quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; sodium periodate; n-butyllithium; perchloric acid; L-(+)-diisopropyl tartrate; EDA omplex; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; lithium triethylborohydride; 1-amino-3-(dimethylamino)propane; 3-chloro-benzenecarboperoxoic acid; Lindlar's catalyst; palladium on calcium fluoride poisoned with lead; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;

Reference yield:

: 1576-95-0
cis-2-penten-1-ol

: 105977-64-8,123001-28-5
(2R,3R,4R,5S,6R,8S,10S)-10-benzyloxy-8-benzyloxymethyl-2-ethyl-3-methyl-4-<(R)-methylhexanoyl>-1,7-dioxaspiro<5.5>undecan-5-ol

Guidance literature:: Multi-step reaction with 14 steps

1: 59 percent / Ti(OiPr)4, (+)-DIPT, tBuOOH / CH₂Cl₂ / -20 °C

2: 1.) EDA omplex, 2.) sodium periodate / 1.) DMSO, RT, 6 d, 2.) water

3: 93 percent / pyridine / CH₂Cl₂ / 0 °C

4: 80 percent / CSA / CH₂Cl₂ / 1.5 h / Ambient temperature

5: 1.) lithium triethylborohydride, 2.) 30percent H₂O₂, NaOH / 1.) THF, 0 deg C, RT, 5 h, 2.) water, 0 deg C, 0.5 h

7: H₂, quinoline / Lindlar catalyst / methanol / Ambient temperature

8: 80 percent / CSA / diethyl ether

9: 56 percent / MCPBA / CH₂Cl₂ / 30 h / Ambient temperature

10: 65 percent / 5percent perchloric acid / H₂O; tetrahydrofuran / 1 h / 55 °C

11: 87 percent / 2,6-dimethylpyridine / CH₂Cl₂ / 1 h / 0 °C

12: 74 percent / camphorsulphonic acid / methanol / 3 h / Ambient temperature

13: 1.) BuLi, 3.) dimethylamino propylamine / 1.) THF, -80 deg C, -60 deg C, 30 min, 2.) THF, -60 deg C, 15 min, 0 deg C, 1 h

14: 30 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h

With pyridine; 2,6-dimethylpyridine; quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; sodium periodate; n-butyllithium; perchloric acid; L-(+)-diisopropyl tartrate; EDA omplex; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; lithium triethylborohydride; 1-amino-3-(dimethylamino)propane; 3-chloro-benzenecarboperoxoic acid; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;