(S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-succinamic acid benzyl ester

Base Information

Chemical Name:(S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-succinamic acid benzyl ester
CAS No.:309730-44-7
Molecular Formula:C₃₁H₄₅NO₁₃Si
Molecular Weight:667.783
Hs Code.:

Synonyms:(S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-succinamic acid benzyl ester

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Chemical Property of (S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-succinamic acid benzyl ester

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Technology Process of (S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-succinamic acid benzyl ester

There total 1 articles about (S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-succinamic acid benzyl 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: 99.0%

: 41355-50-4,51642-81-0,58484-22-3,70128-27-7,70145-20-9,94482-21-0,98300-76-6
2,3,4,6-tetra-O-acetyl-D-glucosyl-1-amine

: 309730-43-6
benzyl hydrogen (S)-2-(tert-butyldimethylsilyloxy)succinate

: 309730-44-7
(S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-succinamic acid benzyl ester

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

Reference yield: 87.0%

: 309730-44-7
(S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-succinamic acid benzyl ester

: 309730-47-0
(S)-2-Hydroxy-N-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-succinamic acid benzyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In chloroform; at 20 ℃;

Reference yield:

: 309730-44-7
(S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-succinamic acid benzyl ester

: (R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-N-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / BF₃*OEt₂ / CHCl₃ / 20 °C

2: PPh₃; DIAD / CH₂Cl₂ / -20 °C

With di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; triphenylphosphine; In dichloromethane; chloroform; 1: desilylation / 2: Mitsunobu reaction;