(2R,3R,5R,7S,8S,9R)-7-(2-Benzyloxy-ethyl)-2-{(S)-2-[(4S,5S,6R)-6-((R)-2-hydroxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-1-methoxy-ethyl}-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]decan-9-ol

Base Information

Chemical Name:(2R,3R,5R,7S,8S,9R)-7-(2-Benzyloxy-ethyl)-2-{(S)-2-[(4S,5S,6R)-6-((R)-2-hydroxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-1-methoxy-ethyl}-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]decan-9-ol
CAS No.:158574-43-7
Molecular Formula:C₄₁H₆₂O₁₀
Molecular Weight:714.937
Hs Code.:

(2R,3R,5R,7S,8S,9R)-7-(2-Benzyloxy-ethyl)-2-{(S)-2-[(4S,5S,6R)-6-((R)-2-hydroxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-1-methoxy-ethyl}-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]decan-9-ol

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Chemical Property of (2R,3R,5R,7S,8S,9R)-7-(2-Benzyloxy-ethyl)-2-{(S)-2-[(4S,5S,6R)-6-((R)-2-hydroxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-1-methoxy-ethyl}-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]decan-9-ol

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Technology Process of (2R,3R,5R,7S,8S,9R)-7-(2-Benzyloxy-ethyl)-2-{(S)-2-[(4S,5S,6R)-6-((R)-2-hydroxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-1-methoxy-ethyl}-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]decan-9-ol

There total 17 articles about (2R,3R,5R,7S,8S,9R)-7-(2-Benzyloxy-ethyl)-2-{(S)-2-[(4S,5S,6R)-6-((R)-2-hydroxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-1-methoxy-ethyl}-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]decan-9-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:

: 158574-42-6
(2R,3S)-5-Benzyloxy-2-methyl-3-triethylsilanyloxy-pentanal

: 158574-43-7
(2R,3R,5R,7S,8S,9R)-7-(2-Benzyloxy-ethyl)-2-{(S)-2-[(4S,5S,6R)-6-((R)-2-hydroxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-1-methoxy-ethyl}-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]decan-9-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) (c-C₆H₁₁)2BCl, NEt₃ / 1.) CH₂Cl₂

2: 95 percent / (n-Bu)4NF / tetrahydrofuran / 0 °C

3: 70 percent / HCO₂H/Et₂O (1:1) / 25 °C

With formic acid; diethyl ether; dicyclohexylboron chloride; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran;

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 158574-43-7
(2R,3R,5R,7S,8S,9R)-7-(2-Benzyloxy-ethyl)-2-{(S)-2-[(4S,5S,6R)-6-((R)-2-hydroxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-1-methoxy-ethyl}-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]decan-9-ol

Guidance literature:: Multi-step reaction with 14 steps

1: 82 percent / (n-Bu)4NI, KH / tetrahydrofuran

3: 1.) TiCl₄ / 1.) CH₂Cl₂, 2.) CH₂Cl₂, -78 deg C

4: 1.) Me₄NHB(OAc)3, 2.) TsOH / 1.) MeCN, AcOH

5: W-2 Raney Ni / ethanol

6: Swern oxidation reagent

7: hexane; CH₂Cl₂ / -78 °C

8: 100 percent / camphorsulfonic acid / acetone / 25 °C

10: 1.) Et₃N, 4-dimethylaminopyridine, 2.) KH, <18>crown-6 / 2.) THF

12: 1.) (c-C₆H₁₁)2BCl, NEt₃ / 1.) CH₂Cl₂

13: 95 percent / (n-Bu)4NF / tetrahydrofuran / 0 °C

14: 70 percent / HCO₂H/Et₂O (1:1) / 25 °C

With dmap; formic acid; 18-crown-6 ether; diethyl ether; Swern oxidation reagent; W-2 Raney Ni; camphor-10-sulfonic acid; dicyclohexylboron chloride; tetrabutyl ammonium fluoride; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; potassium hydride; toluene-4-sulfonic acid; triethylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetone;

Reference yield:

: (4R,5S)-5-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-hydroxy-3,3-dimethyl-dihydro-furan-2-one

: 158574-43-7
(2R,3R,5R,7S,8S,9R)-7-(2-Benzyloxy-ethyl)-2-{(S)-2-[(4S,5S,6R)-6-((R)-2-hydroxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-1-methoxy-ethyl}-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]decan-9-ol

Guidance literature:: Multi-step reaction with 14 steps

1: 82 percent / (n-Bu)4NI, KH / tetrahydrofuran

3: 1.) TiCl₄ / 1.) CH₂Cl₂, 2.) CH₂Cl₂, -78 deg C

4: 1.) Me₄NHB(OAc)3, 2.) TsOH / 1.) MeCN, AcOH

5: W-2 Raney Ni / ethanol

6: Swern oxidation reagent

7: hexane; CH₂Cl₂ / -78 °C

8: 100 percent / camphorsulfonic acid / acetone / 25 °C

10: 1.) Et₃N, 4-dimethylaminopyridine, 2.) KH, <18>crown-6 / 2.) THF

12: 1.) (c-C₆H₁₁)2BCl, NEt₃ / 1.) CH₂Cl₂

13: 95 percent / (n-Bu)4NF / tetrahydrofuran / 0 °C

14: 70 percent / HCO₂H/Et₂O (1:1) / 25 °C

With dmap; formic acid; 18-crown-6 ether; diethyl ether; Swern oxidation reagent; W-2 Raney Ni; camphor-10-sulfonic acid; dicyclohexylboron chloride; tetrabutyl ammonium fluoride; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; potassium hydride; toluene-4-sulfonic acid; triethylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetone;