(2S,3R,4R,5R)-6-(allyloxy)-2-azido-5-(benzyloxy)-4-O-p-methoxybenzyl-3-O-triisopropylsilyl-hexyl 2-hydroxy-6-vinylbenzoate

Base Information

Chemical Name:(2S,3R,4R,5R)-6-(allyloxy)-2-azido-5-(benzyloxy)-4-O-p-methoxybenzyl-3-O-triisopropylsilyl-hexyl 2-hydroxy-6-vinylbenzoate
CAS No.:1338594-65-2
Molecular Formula:C₄₂H₅₇N₃O₈Si
Molecular Weight:760.015
Hs Code.:

Synonyms:(2S,3R,4R,5R)-6-(allyloxy)-2-azido-5-(benzyloxy)-4-O-p-methoxybenzyl-3-O-triisopropylsilyl-hexyl 2-hydroxy-6-vinylbenzoate

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Chemical Property of (2S,3R,4R,5R)-6-(allyloxy)-2-azido-5-(benzyloxy)-4-O-p-methoxybenzyl-3-O-triisopropylsilyl-hexyl 2-hydroxy-6-vinylbenzoate

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Technology Process of (2S,3R,4R,5R)-6-(allyloxy)-2-azido-5-(benzyloxy)-4-O-p-methoxybenzyl-3-O-triisopropylsilyl-hexyl 2-hydroxy-6-vinylbenzoate

There total 18 articles about (2S,3R,4R,5R)-6-(allyloxy)-2-azido-5-(benzyloxy)-4-O-p-methoxybenzyl-3-O-triisopropylsilyl-hexyl 2-hydroxy-6-vinylbenzoate 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: 83.0%

: 2-Hydroxy-6-vinylbenzoic acid

: 1338594-60-7
C₃₃H₅₁N₃O₆Si

: 1338594-65-2
(2S,3R,4R,5R)-6-(allyloxy)-2-azido-5-(benzyloxy)-4-O-p-methoxybenzyl-3-O-triisopropylsilyl-hexyl 2-hydroxy-6-vinylbenzoate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; for 1h;

Reference yield: 83.0%

: 2-Hydroxy-6-vinylbenzoic acid

: 6-O-allyl-2-azido-5-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-3-O-triisopropylsilyl-D-sorbitol

: 1338594-65-2
(2S,3R,4R,5R)-6-(allyloxy)-2-azido-5-(benzyloxy)-4-O-p-methoxybenzyl-3-O-triisopropylsilyl-hexyl 2-hydroxy-6-vinylbenzoate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 20 ℃; Inert atmosphere;
DOI:10.1021/ol202528k

Reference yield:

: 154714-19-9
5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: 1338594-65-2
(2S,3R,4R,5R)-6-(allyloxy)-2-azido-5-(benzyloxy)-4-O-p-methoxybenzyl-3-O-triisopropylsilyl-hexyl 2-hydroxy-6-vinylbenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / dichloromethane

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine / propan-1-ol

3: potassium hydroxide

4: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 20 °C / Inert atmosphere

With pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; potassium hydroxide; In propan-1-ol; dichloromethane; toluene; 4: Mitsunobu reaction;
DOI:10.1021/ol202528k