Benzoic acid 2-[(2S,3S,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-ethyl ester

Base Information

Chemical Name:Benzoic acid 2-[(2S,3S,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-ethyl ester
CAS No.:306937-32-6
Molecular Formula:C₃₄H₄₄O₇SeSi
Molecular Weight:671.765
Hs Code.:

Synonyms:Benzoic acid 2-[(2S,3S,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-ethyl ester

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Chemical Property of Benzoic acid 2-[(2S,3S,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-ethyl ester

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Technology Process of Benzoic acid 2-[(2S,3S,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-ethyl ester

There total 6 articles about Benzoic acid 2-[(2S,3S,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-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: 95.0%

: 94-33-7
C₉H₁₀O₃

: 256341-86-3
tert-Butyl-[(3S,4S,5R)-2-fluoro-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-4-yloxy]-dimethyl-silane

: 306937-32-6
Benzoic acid 2-[(2S,3S,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-ethyl ester

Guidance literature:: With tin(ll) chloride; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1002/(SICI)1521-3773(20000317)39:6<1089::AID-ANIE1089>3.0.CO;2-V

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 306937-32-6
Benzoic acid 2-[(2S,3S,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

2: 100 percent / DAST / CH₂Cl₂ / 0.5 h / 0 °C

3: 94 percent / SnCl₂; molecular sieves 4 Angstroem / diethyl ether / 3 h / 0 - 25 °C

With 2,6-dimethylpyridine; 4 A molecular sieve; 4,4'-diaminostilbene-2,2'-disulfonic acid; tin(ll) chloride; In diethyl ether; dichloromethane; 1: Etherification / 2: Rearrangement / 3: Glycosidation;
DOI:10.1002/1521-3765(20000901)6:17<3166::AID-CHEM3166>3.0.CO;2-Z

Reference yield:

: 256342-00-4
(2S,3R,4R,5R)-5-(4-Methoxy-benzyloxy)-2-phenylselanyl-tetrahydro-pyran-3,4-diol

: 306937-32-6
Benzoic acid 2-[(2S,3S,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

2: 100 percent / DAST / CH₂Cl₂ / 0.5 h / 0 °C

3: 94 percent / SnCl₂; molecular sieves 4 Angstroem / diethyl ether / 3 h / 0 - 25 °C

With 2,6-dimethylpyridine; 4 A molecular sieve; 4,4'-diaminostilbene-2,2'-disulfonic acid; tin(ll) chloride; In diethyl ether; dichloromethane; 1: Etherification / 2: Rearrangement / 3: Glycosidation;
DOI:10.1002/1521-3765(20000901)6:17<3166::AID-CHEM3166>3.0.CO;2-Z