[(S)-2-Benzyloxy-2-((2R,4R,5R,6R)-4-hydroxy-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl)-acetyl]-((2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:[(S)-2-Benzyloxy-2-((2R,4R,5R,6R)-4-hydroxy-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl)-acetyl]-((2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester
CAS No.:204066-51-3
Molecular Formula:C₃₃H₅₅NO₁₂Si
Molecular Weight:685.885
Hs Code.:

[(S)-2-Benzyloxy-2-((2R,4R,5R,6R)-4-hydroxy-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl)-acetyl]-((2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of [(S)-2-Benzyloxy-2-((2R,4R,5R,6R)-4-hydroxy-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl)-acetyl]-((2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of [(S)-2-Benzyloxy-2-((2R,4R,5R,6R)-4-hydroxy-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl)-acetyl]-((2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester

There total 10 articles about [(S)-2-Benzyloxy-2-((2R,4R,5R,6R)-4-hydroxy-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl)-acetyl]-((2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-carbamic acid 2-trimethylsilanyl-ethyl 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:

: 19810-31-2
Benzyloxyacetyl chloride

: 204066-51-3
[(S)-2-Benzyloxy-2-((2R,4R,5R,6R)-4-hydroxy-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl)-acetyl]-((2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1) LiHMDS / 1) THF, -78 deg C, 2) THF

2: 1) TiCl₄, (i-Pr)2NEt / 1) CH₂Cl₂, -78 deg C, 2) CH₂Cl₂

With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane;
DOI:10.1021/jo980023k

Reference yield:

: 20160-60-5
2-(trimethylsilyl)-ethoxycarbonyl chloride

: 204066-51-3
[(S)-2-Benzyloxy-2-((2R,4R,5R,6R)-4-hydroxy-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl)-acetyl]-((2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

2: 1) LiHMDS / 1) THF, -78 deg C, 2) THF

3: 1) TiCl₄, (i-Pr)2NEt / 1) CH₂Cl₂, -78 deg C, 2) CH₂Cl₂

With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane;
DOI:10.1021/jo980023k

Reference yield:

: Benzoic acid (1R,2R,3R)-3-hydroxy-1,2-dimethyl-hex-5-enyl ester

: 204066-51-3
[(S)-2-Benzyloxy-2-((2R,4R,5R,6R)-4-hydroxy-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl)-acetyl]-((2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / Na, NH₃ / -78 °C

2: 92 percent / 2,6-lutidine

3: 1) O₃, 2) PPh₃ / 1) CH₂Cl₂, MeOH, -78 deg C, 2) CH₂Cl₂, MeOH

4: 1) TiCl₄, (i-Pr)2NEt / 1) CH₂Cl₂, -78 deg C, 2) CH₂Cl₂

With 2,6-dimethylpyridine; ammonia; sodium; titanium tetrachloride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
DOI:10.1021/jo980023k