(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid

Base Information

Chemical Name:(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid
CAS No.:261776-53-8
Molecular Formula:C₂₃H₃₄O₇
Molecular Weight:422.519
Hs Code.:

Synonyms:(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid

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Chemical Property of (2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid

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Technology Process of (2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid

There total 19 articles about (2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid 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:

: (2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionaldehyde

: 261776-53-8
(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol;
DOI:10.1039/a906834a

Reference yield:

: (3R,4S)-4-Benzyloxy-4-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-3-methyl-butane-1,2-diol

: 261776-53-8
(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: NaIO₄ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

2: 437 mg / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 3 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol;
DOI:10.1016/S0040-4020(02)00660-9

Reference yield:

: 253172-18-8
((5R,7S,8R,9S,10S)-8-Methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-methanol

: 261776-53-8
(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1: DMSO; (COCl)2; triethylamine / CH₂Cl₂ / 2.25 h / -80 - -60 °C

2: 4.8 g / toluene / 0.58 h / -80 - -70 °C

3: 3.79 g / NaH / tetrahydrofuran; dimethylformamide / 7 h / 20 °C

4: N-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; H₂O / 24 h / 20 °C

5: NaIO₄ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

6: 437 mg / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 3 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 1: Swern oxidation;
DOI:10.1016/S0040-4020(02)00660-9