(5R,6R)-6-Benzyloxy-5-((R)-1,2-bis-benzyloxy-ethyl)-7,7-dimethoxy-heptanoic acid methyl ester

Base Information

Chemical Name:(5R,6R)-6-Benzyloxy-5-((R)-1,2-bis-benzyloxy-ethyl)-7,7-dimethoxy-heptanoic acid methyl ester
CAS No.:159266-73-6
Molecular Formula:C₃₃H₄₂O₇
Molecular Weight:550.692
Hs Code.:

Synonyms:

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Chemical Property of (5R,6R)-6-Benzyloxy-5-((R)-1,2-bis-benzyloxy-ethyl)-7,7-dimethoxy-heptanoic acid methyl ester

Chemical Property:

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Technology Process of (5R,6R)-6-Benzyloxy-5-((R)-1,2-bis-benzyloxy-ethyl)-7,7-dimethoxy-heptanoic acid methyl ester

There total 15 articles about (5R,6R)-6-Benzyloxy-5-((R)-1,2-bis-benzyloxy-ethyl)-7,7-dimethoxy-heptanoic acid methyl ester 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:

: 159266-66-7
(R)-2-((R)-2-Benzyloxy-1-hydroxy-ethyl)-6-(tert-butyl-dimethyl-silanyloxy)-hexanoic acid methoxy-methyl-amide

: 159266-73-6
(5R,6R)-6-Benzyloxy-5-((R)-1,2-bis-benzyloxy-ethyl)-7,7-dimethoxy-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / NaH, Bu₄NI / dimethylformamide / 0 deg C to room temperature

2: 93 percent / DIBAL / tetrahydrofuran / 2 h / -78 °C

3: 75 percent / CuI, PBu₃ / diethyl ether / -78 °C

4: NaH, Bu₄NI / dimethylformamide / 0 deg C to room temperature

5: 99 percent / TBAF

6: PDC

7: potassium carbonate / acetone

8: 1.) O₃, 2.) Me₂S / 1.) -78 deg C

9: NH₄Cl / methanol

With copper(l) iodide; dipyridinium dichromate; dimethylsulfide; tributylphosphine; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; ammonium chloride; ozone; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)73455-1

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 159266-73-6
(5R,6R)-6-Benzyloxy-5-((R)-1,2-bis-benzyloxy-ethyl)-7,7-dimethoxy-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) Bu₂BOTf, Et₃N / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, -78 deg C to 0 deg C

2: 92 percent / Me₃Al / 0 deg C to room temperature

3: 98 percent / NaH, Bu₄NI / dimethylformamide / 0 deg C to room temperature

4: 93 percent / DIBAL / tetrahydrofuran / 2 h / -78 °C

5: 75 percent / CuI, PBu₃ / diethyl ether / -78 °C

6: NaH, Bu₄NI / dimethylformamide / 0 deg C to room temperature

7: 99 percent / TBAF

8: PDC

9: potassium carbonate / acetone

10: 1.) O₃, 2.) Me₂S / 1.) -78 deg C

11: NH₄Cl / methanol

With copper(l) iodide; dipyridinium dichromate; dimethylsulfide; tributylphosphine; di-n-butylboryl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; trimethylaluminum; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; ammonium chloride; ozone; triethylamine; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)73455-1

Reference yield:

: 159266-68-9
(R)-2-((R)-1,2-Bis-benzyloxy-ethyl)-6-(tert-butyl-dimethyl-silanyloxy)-hexanal

: 159266-73-6
(5R,6R)-6-Benzyloxy-5-((R)-1,2-bis-benzyloxy-ethyl)-7,7-dimethoxy-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / CuI, PBu₃ / diethyl ether / -78 °C

2: NaH, Bu₄NI / dimethylformamide / 0 deg C to room temperature

3: 99 percent / TBAF

4: PDC

5: potassium carbonate / acetone

6: 1.) O₃, 2.) Me₂S / 1.) -78 deg C

7: NH₄Cl / methanol

With copper(l) iodide; dipyridinium dichromate; dimethylsulfide; tributylphosphine; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; ammonium chloride; ozone; In methanol; diethyl ether; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)73455-1