(2S,3R)-2-(tert-butoxycarbonyl)amino-3-(tetrahydropyranyl)oxy-4-<4-(tert-butyldimethylsilyl)oxy>phenylbutyric acid 2-pyridyl thiolester

Base Information

Chemical Name:(2S,3R)-2-(tert-butoxycarbonyl)amino-3-(tetrahydropyranyl)oxy-4-<4-(tert-butyldimethylsilyl)oxy>phenylbutyric acid 2-pyridyl thiolester
CAS No.:104197-63-9
Molecular Formula:C₃₁H₄₆N₂O₆SSi
Molecular Weight:602.868
Hs Code.:

Synonyms:(2S,3R)-2-(tert-butoxycarbonyl)amino-3-(tetrahydropyranyl)oxy-4-<4-(tert-butyldimethylsilyl)oxy>phenylbutyric acid 2-pyridyl thiolester

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Chemical Property of (2S,3R)-2-(tert-butoxycarbonyl)amino-3-(tetrahydropyranyl)oxy-4-<4-(tert-butyldimethylsilyl)oxy>phenylbutyric acid 2-pyridyl thiolester

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Technology Process of (2S,3R)-2-(tert-butoxycarbonyl)amino-3-(tetrahydropyranyl)oxy-4-<4-(tert-butyldimethylsilyl)oxy>phenylbutyric acid 2-pyridyl thiolester

There total 11 articles about (2S,3R)-2-(tert-butoxycarbonyl)amino-3-(tetrahydropyranyl)oxy-4-<4-(tert-butyldimethylsilyl)oxy>phenylbutyric acid 2-pyridyl thiolester 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: 69.0%

: 2127-03-9
2,2'-dipyridyldisulphide

: (2S,3R)-2-(tert-butoxycarbonyl)amino-3-(tetrahydropyranyl)oxy-4-<4-(tert-butyldimethylsilyl)oxy>phenylbutyric acid

: 104197-63-9
(2S,3R)-2-(tert-butoxycarbonyl)amino-3-(tetrahydropyranyl)oxy-4-<4-(tert-butyldimethylsilyl)oxy>phenylbutyric acid 2-pyridyl thiolester

Guidance literature:: With triphenylphosphine; In dichloromethane; 1) 40 deg C, 8.5 h, 2) RT, 13 h;
DOI:10.1016/S0040-4020(01)87959-X

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 104197-63-9
(2S,3R)-2-(tert-butoxycarbonyl)amino-3-(tetrahydropyranyl)oxy-4-<4-(tert-butyldimethylsilyl)oxy>phenylbutyric acid 2-pyridyl thiolester

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / dl-10-camphorsulfonic acid / CH₂Cl₂ / 1.5 h / 0 °C

2: 82 percent / K₂CO₃ / methanol / 1) 0 deg C, 1 h, 2) 5 deg C, 1 h, 3) RT, 1.5 h

3: 81 percent / pyridinium dichromate / dimethylformamide / 24 h / Ambient temperature

4: 69 percent / PPh₃ / CH₂Cl₂ / 1) 40 deg C, 8.5 h, 2) RT, 13 h

With dipyridinium dichromate; camphor-10-sulfonic acid; potassium carbonate; triphenylphosphine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)87959-X

Reference yield:

: 67963-68-2
t-butyldimethylsilyl-4-bromophenol

: 104197-63-9
(2S,3R)-2-(tert-butoxycarbonyl)amino-3-(tetrahydropyranyl)oxy-4-<4-(tert-butyldimethylsilyl)oxy>phenylbutyric acid 2-pyridyl thiolester

Guidance literature:: Multi-step reaction with 5 steps

2: 98 percent / dl-10-camphorsulfonic acid / CH₂Cl₂ / 1.5 h / 0 °C

3: 82 percent / K₂CO₃ / methanol / 1) 0 deg C, 1 h, 2) 5 deg C, 1 h, 3) RT, 1.5 h

4: 81 percent / pyridinium dichromate / dimethylformamide / 24 h / Ambient temperature

5: 69 percent / PPh₃ / CH₂Cl₂ / 1) 40 deg C, 8.5 h, 2) RT, 13 h

With dipyridinium dichromate; camphor-10-sulfonic acid; potassium carbonate; triphenylphosphine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)87959-X