(2S,5R,6R,7R)-1-[(2S,4S,6S)-6-(3-Benzyloxy-propyl)-2-phenyl-[1,3]dioxan-4-yl]-2,8-bis-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-octan-4-ol

Base Information

Chemical Name:(2S,5R,6R,7R)-1-[(2S,4S,6S)-6-(3-Benzyloxy-propyl)-2-phenyl-[1,3]dioxan-4-yl]-2,8-bis-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-octan-4-ol
CAS No.:899827-95-3
Molecular Formula:C₅₀H₈₀O₈Si₂
Molecular Weight:865.351
Hs Code.:

(2S,5R,6R,7R)-1-[(2S,4S,6S)-6-(3-Benzyloxy-propyl)-2-phenyl-[1,3]dioxan-4-yl]-2,8-bis-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-octan-4-ol

Synonyms:(2S,5R,6R,7R)-1-[(2S,4S,6S)-6-(3-Benzyloxy-propyl)-2-phenyl-[1,3]dioxan-4-yl]-2,8-bis-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-octan-4-ol

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Chemical Property of (2S,5R,6R,7R)-1-[(2S,4S,6S)-6-(3-Benzyloxy-propyl)-2-phenyl-[1,3]dioxan-4-yl]-2,8-bis-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-octan-4-ol

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Technology Process of (2S,5R,6R,7R)-1-[(2S,4S,6S)-6-(3-Benzyloxy-propyl)-2-phenyl-[1,3]dioxan-4-yl]-2,8-bis-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-octan-4-ol

There total 9 articles about (2S,5R,6R,7R)-1-[(2S,4S,6S)-6-(3-Benzyloxy-propyl)-2-phenyl-[1,3]dioxan-4-yl]-2,8-bis-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-octan-4-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: 99.0%

: 915141-66-1
(2R,5S,6R,7R)-1-[(2S,4S,6S)-6-(3-Benzyloxy-propyl)-2-phenyl-[1,3]dioxan-4-yl]-2,8-bis-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-octan-4-one

: 899827-95-3
(2S,5R,6R,7R)-1-[(2S,4S,6S)-6-(3-Benzyloxy-propyl)-2-phenyl-[1,3]dioxan-4-yl]-2,8-bis-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-octan-4-ol

Guidance literature:: With sodium tetrahydroborate;
DOI:10.1055/s-2006-949614

Reference yield:

: 127793-67-3
(S)‐7‐(benzyloxy)hept‐1‐en‐4‐ol

: 899827-95-3
(2S,5R,6R,7R)-1-[(2S,4S,6S)-6-(3-Benzyloxy-propyl)-2-phenyl-[1,3]dioxan-4-yl]-2,8-bis-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-octan-4-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / second generation Grubbs' catalyst / CH₂Cl₂ / Heating

2: 74 percent / t-BuOK

3: 94 percent / DIBAL-H / -95 °C

4: 75 percent / BF₃*OEt₂

5: 98 percent / Et₃N

6: 99 percent / NaBH₄

With sodium tetrahydroborate; boron trifluoride diethyl etherate; potassium tert-butylate; diisobutylaluminium hydride; triethylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; 4: Mukaiyama aldol reaction;
DOI:10.1055/s-2006-949614

Reference yield:

: 112482-35-6
1-(benzyloxy)-4,5-epoxypentane

: 899827-95-3
(2S,5R,6R,7R)-1-[(2S,4S,6S)-6-(3-Benzyloxy-propyl)-2-phenyl-[1,3]dioxan-4-yl]-2,8-bis-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-octan-4-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 47 percent / C₃₈H₅₅O₄N₂Co / H₂O

2: 96 percent / CuI

3: 94 percent / second generation Grubbs' catalyst / CH₂Cl₂ / Heating

4: 74 percent / t-BuOK

5: 94 percent / DIBAL-H / -95 °C

6: 75 percent / BF₃*OEt₂

7: 98 percent / Et₃N

8: 99 percent / NaBH₄

With sodium tetrahydroborate; copper(l) iodide; boron trifluoride diethyl etherate; potassium tert-butylate; diisobutylaluminium hydride; triethylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; C₃₈H₅₅O₄N₂Co; In dichloromethane; water; 6: Mukaiyama aldol reaction;
DOI:10.1055/s-2006-949614