tert-butyl (4S)-4-<(S)-hydroxy<4-benzyloxy-6-(1,3-dioxan-2-yl)-1-(phenylsulfonyl)-1H-indol-2-yl>methyl>-2,2-dimethyloxazolidine-3-carboxylate

Base Information

• Chemical Name: tert-butyl (4S)-4-<(S)-hydroxy<4-benzyloxy-6-(1,3-dioxan-2-yl)-1-(phenylsulfonyl)-1H-indol-2-yl>methyl>-2,2-dimethyloxazolidine-3-carboxylate
• CAS No.: 162935-66-2
• Molecular Formula: C₃₆H₄₂N₂O₉S
• Molecular Weight: 678.803

Synonyms:

Chemical Property of tert-butyl (4S)-4-<(S)-hydroxy<4-benzyloxy-6-(1,3-dioxan-2-yl)-1-(phenylsulfonyl)-1H-indol-2-yl>methyl>-2,2-dimethyloxazolidine-3-carboxylate

Chemical Property:

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Technology Process of tert-butyl (4S)-4-<(S)-hydroxy<4-benzyloxy-6-(1,3-dioxan-2-yl)-1-(phenylsulfonyl)-1H-indol-2-yl>methyl>-2,2-dimethyloxazolidine-3-carboxylate

There total 1 articles about tert-butyl (4S)-4-<(S)-hydroxy<4-benzyloxy-6-(1,3-dioxan-2-yl)-1-(phenylsulfonyl)-1H-indol-2-yl>methyl>-2,2-dimethyloxazolidine-3-carboxylate 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:

(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (102308-32-7) + 4-benzyloxy-6-(1,3-dioxan-2-yl)-1-(phenylsulfonyl)-1H-indole → tert-butyl (4S)-4-<(R)-hydroxy<4-benzyloxy-6-(1,3-dioxan-2-yl)-1-(phenylsulfonyl)-1H-indol-2-yl>methyl>-2,2-dimethyloxazolidine-3-carboxylate + tert-butyl (4S)-4-<(S)-hydroxy<4-benzyloxy-6-(1,3-dioxan-2-yl)-1-(phenylsulfonyl)-1H-indol-2-yl>methyl>-2,2-dimethyloxazolidine-3-carboxylate (162935-66-2)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, hexane, from -75 to -72 deg C, 10 min, 2.) THF, hexane, toluene, from -72 to -68 deg C, 1 h;

DOI:10.1248/cpb.43.37

Reference yield: 95.0%

tert-butyl (4S)-4-<(S)-hydroxy<4-benzyloxy-6-(1,3-dioxan-2-yl)-1-(phenylsulfonyl)-1H-indol-2-yl>methyl>-2,2-dimethyloxazolidine-3-carboxylate (162935-66-2) → tert-butyl (4S)-4-<(S)-hydroxy<4-benzyloxy-6-(1,3-dioxan-2-yl)-1H-indol-2-yl>methyl>-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:

With methanol; magnesium; for 1.5h; Ambient temperature;

DOI:10.1248/cpb.43.37

Reference yield:

tert-butyl (4S)-4-<(S)-hydroxy<4-benzyloxy-6-(1,3-dioxan-2-yl)-1-(phenylsulfonyl)-1H-indol-2-yl>methyl>-2,2-dimethyloxazolidine-3-carboxylate (162935-66-2) → [(1S,2S)-2-(1-Benzenesulfonyl-4-benzyloxy-6-formyl-1H-indol-2-yl)-2-hydroxy-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

Guidance literature:

With hydrogenchloride; In 1,2-dimethoxyethane; for 2h; Ambient temperature;

DOI:10.1248/cpb.43.37

upstream raw materials:

(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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