(4S)-3<(2'S,3'R)-2'-methyl-3'-(tert-butyldimethylsilyloxy)decanoyl>-4-phenylmethyl-2-oxazolidinone

Base Information

• Chemical Name: (4S)-3<(2'S,3'R)-2'-methyl-3'-(tert-butyldimethylsilyloxy)decanoyl>-4-phenylmethyl-2-oxazolidinone
• CAS No.: 182621-37-0
• Molecular Formula: C₂₇H₄₅NO₄Si
• Molecular Weight: 475.744

Synonyms:(4S)-3<(2'S,3'R)-2'-methyl-3'-(tert-butyldimethylsilyloxy)decanoyl>-4-phenylmethyl-2-oxazolidinone

Chemical Property of (4S)-3<(2'S,3'R)-2'-methyl-3'-(tert-butyldimethylsilyloxy)decanoyl>-4-phenylmethyl-2-oxazolidinone

Chemical Property:

Purity/Quality:

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Technology Process of (4S)-3<(2'S,3'R)-2'-methyl-3'-(tert-butyldimethylsilyloxy)decanoyl>-4-phenylmethyl-2-oxazolidinone

There total 4 articles about (4S)-3<(2'S,3'R)-2'-methyl-3'-(tert-butyldimethylsilyloxy)decanoyl>-4-phenylmethyl-2-oxazolidinone 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: 97.0%

t-butyldimethylsiyl triflate (69739-34-0) + (4S)-3<(2'S,3'R)-2'-methyl-3'-hydroxydecanoyl>-4-phenylmethyl-2-oxazolidinone (182621-36-9) → (4S)-3<(2'S,3'R)-2'-methyl-3'-(tert-butyldimethylsilyloxy)decanoyl>-4-phenylmethyl-2-oxazolidinone (182621-37-0)

Guidance literature:

With 2,6-dimethylpyridine;

DOI:10.1016/0040-4039(96)01415-3

Reference yield:

(S)-4-benzyl-3-propionyl-2-oxazolidinone (131685-53-5,101711-78-8) → (4S)-3<(2'S,3'R)-2'-methyl-3'-(tert-butyldimethylsilyloxy)decanoyl>-4-phenylmethyl-2-oxazolidinone (182621-37-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / Bu₂BOTf, Et₃N / CH₂Cl₂ / -78 - 0 °C

2: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane;

DOI:10.1016/S0968-0896(98)00208-9

Reference yield:

Octanal (124-13-0) → (4S)-3<(2'S,3'R)-2'-methyl-3'-(tert-butyldimethylsilyloxy)decanoyl>-4-phenylmethyl-2-oxazolidinone (182621-37-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / Bu₂BOTf, Et₃N / CH₂Cl₂ / -78 - 0 °C

2: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane;

DOI:10.1016/S0968-0896(98)00208-9

upstream raw materials:

t-butyldimethylsiyl triflate

(4S)-3<(2'S,3'R)-2'-methyl-3'-hydroxydecanoyl>-4-phenylmethyl-2-oxazolidinone

Octanal

(S)-4-benzyl-3-propionyl-2-oxazolidinone

Downstream raw materials:

(2S,3S)-3-[(3R,4S)-4-(Benzyloxycarbonyl-methyl-amino)-3-methoxymethoxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

(2S,3R)-[(S)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl]-3-(tert-butyldimethylsilyloxy)-2-methyldecanoate

(2S,3R)-[(S)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl]-3-hydroxy-2-methyldecanoate

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