(2R,3S,4S,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-8-(dimethoxy-phosphoryl)-2,4,6-trimethyl-7-oxo-octanoic acid (S)-2-benzyloxy-1-ethyl-2-methyl-3-oxo-propyl ester

Base Information

Chemical Name:(2R,3S,4S,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-8-(dimethoxy-phosphoryl)-2,4,6-trimethyl-7-oxo-octanoic acid (S)-2-benzyloxy-1-ethyl-2-methyl-3-oxo-propyl ester
CAS No.:114144-59-1
Molecular Formula:C₃₂H₅₅O₉PSi
Molecular Weight:642.843
Hs Code.:

(2R,3S,4S,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-8-(dimethoxy-phosphoryl)-2,4,6-trimethyl-7-oxo-octanoic acid (S)-2-benzyloxy-1-ethyl-2-methyl-3-oxo-propyl ester

Synonyms:(2R,3S,4S,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-8-(dimethoxy-phosphoryl)-2,4,6-trimethyl-7-oxo-octanoic acid (S)-2-benzyloxy-1-ethyl-2-methyl-3-oxo-propyl ester

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Chemical Property of (2R,3S,4S,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-8-(dimethoxy-phosphoryl)-2,4,6-trimethyl-7-oxo-octanoic acid (S)-2-benzyloxy-1-ethyl-2-methyl-3-oxo-propyl ester

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Technology Process of (2R,3S,4S,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-8-(dimethoxy-phosphoryl)-2,4,6-trimethyl-7-oxo-octanoic acid (S)-2-benzyloxy-1-ethyl-2-methyl-3-oxo-propyl ester

There total 15 articles about (2R,3S,4S,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-8-(dimethoxy-phosphoryl)-2,4,6-trimethyl-7-oxo-octanoic acid (S)-2-benzyloxy-1-ethyl-2-methyl-3-oxo-propyl 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:

: 90074-06-9
(2S,5S,6S)-2H-5,6-dihydro-2-isopropyloxy-3,5-dimethyl-6-<1(S)-methyl-2-hydroxyethyl>pyran

: 114144-59-1
(2R,3S,4S,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-8-(dimethoxy-phosphoryl)-2,4,6-trimethyl-7-oxo-octanoic acid (S)-2-benzyloxy-1-ethyl-2-methyl-3-oxo-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: H₂, Et₂O / Rh-Al₂O₃

2: 1) NaH; 2) aq. HCl; 3) Ca(BH₄)2

3: 1) pyridine; 2) imidazole; 3) KOH; 4) DMSO, (COCl)2, Et₃N

4: 2) (COCl)2, DMSO, Et₃N; 3) DDQ; 4) CrO₃, H₂SO₄

5: 58 percent / 2,4,6-Cl₃C₆H₂COCl, NEt₃, DMAP / benzene / 20 h / Ambient temperature

With pyridine; 1H-imidazole; chromium(VI) oxide; hydrogenchloride; dmap; potassium hydroxide; calcium borohydride; oxalyl dichloride; diethyl ether; sulfuric acid; 2,4,6-trichlorobenzoyl chloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; rhodium on alumina; In benzene;
DOI:10.1016/S0040-4039(00)84871-6

Reference yield:

: 108470-06-0
(2Z,4S,5S,6S)-7-O-benzyloxy-5-hydroxy-2,4,6-trimethylhept-2-enoic acid δ-lactone

: 114144-59-1
(2R,3S,4S,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-8-(dimethoxy-phosphoryl)-2,4,6-trimethyl-7-oxo-octanoic acid (S)-2-benzyloxy-1-ethyl-2-methyl-3-oxo-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1) LiAlH₄; 2) CSA / 1) -20 deg C

2: H₂ / Pd-C / 0 °C

3: 1) NaH; 2) aq. HCl; 3) Ca(BH₄)2

4: 1) pyridine; 2) imidazole; 3) KOH; 4) DMSO, (COCl)2, Et₃N

5: 2) (COCl)2, DMSO, Et₃N; 3) DDQ; 4) CrO₃, H₂SO₄

6: 58 percent / 2,4,6-Cl₃C₆H₂COCl, NEt₃, DMAP / benzene / 20 h / Ambient temperature

With pyridine; 1H-imidazole; chromium(VI) oxide; hydrogenchloride; dmap; potassium hydroxide; lithium aluminium tetrahydride; calcium borohydride; oxalyl dichloride; sulfuric acid; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In benzene;
DOI:10.1016/S0040-4039(00)84871-6

Reference yield:

: 108470-07-1
(2S,5S,6S)-2H-5,6-dihydro-2-isopropyloxy-3,5-dimethyl-6-<1(S)-methyl-2-benzyloxyethyl>pyran

: 114144-59-1
(2R,3S,4S,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-8-(dimethoxy-phosphoryl)-2,4,6-trimethyl-7-oxo-octanoic acid (S)-2-benzyloxy-1-ethyl-2-methyl-3-oxo-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / Pd-C / 0 °C

2: 1) NaH; 2) aq. HCl; 3) Ca(BH₄)2

3: 1) pyridine; 2) imidazole; 3) KOH; 4) DMSO, (COCl)2, Et₃N

4: 2) (COCl)2, DMSO, Et₃N; 3) DDQ; 4) CrO₃, H₂SO₄

5: 58 percent / 2,4,6-Cl₃C₆H₂COCl, NEt₃, DMAP / benzene / 20 h / Ambient temperature

With pyridine; 1H-imidazole; chromium(VI) oxide; hydrogenchloride; dmap; potassium hydroxide; calcium borohydride; oxalyl dichloride; sulfuric acid; 2,4,6-trichlorobenzoyl chloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In benzene;
DOI:10.1016/S0040-4039(00)84871-6