2,2-Dimethyl-propionic acid (2S,3R,4S,5S)-4-benzyloxy-5-hydroxy-2-methoxy-6-methylene-tetrahydro-pyran-3-yl ester

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Chemical Name:2,2-Dimethyl-propionic acid (2S,3R,4S,5S)-4-benzyloxy-5-hydroxy-2-methoxy-6-methylene-tetrahydro-pyran-3-yl ester
CAS No.:198200-47-4
Molecular Formula:C₁₉H₂₆O₆
Molecular Weight:350.412
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid (2S,3R,4S,5S)-4-benzyloxy-5-hydroxy-2-methoxy-6-methylene-tetrahydro-pyran-3-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2S,3R,4S,5S)-4-benzyloxy-5-hydroxy-2-methoxy-6-methylene-tetrahydro-pyran-3-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2S,3R,4S,5S)-4-benzyloxy-5-hydroxy-2-methoxy-6-methylene-tetrahydro-pyran-3-yl ester

There total 4 articles about 2,2-Dimethyl-propionic acid (2S,3R,4S,5S)-4-benzyloxy-5-hydroxy-2-methoxy-6-methylene-tetrahydro-pyran-3-yl 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: 77.0%

: 3282-30-2
pivaloyl chloride

: 198200-41-8
(2S,3R,4S,5S)-4-Benzyloxy-2-methoxy-6-methylene-tetrahydro-pyran-3,5-diol

: 198200-47-4
2,2-Dimethyl-propionic acid (2S,3R,4S,5S)-4-benzyloxy-5-hydroxy-2-methoxy-6-methylene-tetrahydro-pyran-3-yl ester

Guidance literature:: With pyridine; 4 A molecular sieve; at 0 ℃; for 3h;
DOI:10.1016/S0008-6215(97)00149-3

Reference yield:

: 198200-37-2
methyl 3-O-benzyl-6-deoxy-6-iodo-α-D-glucopyranoside

: 198200-47-4
2,2-Dimethyl-propionic acid (2S,3R,4S,5S)-4-benzyloxy-5-hydroxy-2-methoxy-6-methylene-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / pyridine / 2 h / Ambient temperature

2: 74 percent / DBU / dimethylformamide / 2.5 h / 75 °C

3: 84 percent / NaOMe / methanol / 1.5 h / Ambient temperature

4: 77 percent / 4 Angstroem molecular sieves, pyridine / 3 h / 0 °C

With pyridine; 4 A molecular sieve; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(97)00149-3

Reference yield:

: 198200-40-7
Acetic acid (2S,3R,4S,5S)-5-acetoxy-4-benzyloxy-2-methoxy-6-methylene-tetrahydro-pyran-3-yl ester

: 198200-47-4
2,2-Dimethyl-propionic acid (2S,3R,4S,5S)-4-benzyloxy-5-hydroxy-2-methoxy-6-methylene-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / NaOMe / methanol / 1.5 h / Ambient temperature

2: 77 percent / 4 Angstroem molecular sieves, pyridine / 3 h / 0 °C

With pyridine; 4 A molecular sieve; sodium methylate; In methanol;
DOI:10.1016/S0008-6215(97)00149-3