(1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-(t-butyldimethylsilyl)oxy-1-cyano-N-(4-methoxybenzyl)butanamide

Base Information

• Chemical Name: (1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-(t-butyldimethylsilyl)oxy-1-cyano-N-(4-methoxybenzyl)butanamide
• CAS No.: 190902-19-3
• Molecular Formula: C₂₃H₄₀N₂O₆Si
• Molecular Weight: 468.666

Synonyms:(1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-(t-butyldimethylsilyl)oxy-1-cyano-N-(4-methoxybenzyl)butanamide

Chemical Property of (1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-(t-butyldimethylsilyl)oxy-1-cyano-N-(4-methoxybenzyl)butanamide

Chemical Property:

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Technology Process of (1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-(t-butyldimethylsilyl)oxy-1-cyano-N-(4-methoxybenzyl)butanamide

There total 2 articles about (1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-(t-butyldimethylsilyl)oxy-1-cyano-N-(4-methoxybenzyl)butanamide 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: 96.0%

diethyl cyanophosphonate (2942-58-7) + 4-methoxy-benzylamine (2393-23-9) + (2S,3R)-2,3-bis(methoxymethoxy)-4-<(t-butyldimethylsilyl)oxy>butanal (166542-99-0) → (1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-(t-butyldimethylsilyl)oxy-1-cyano-N-(4-methoxybenzyl)butanamide (190902-19-3)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(99)00459-7

Reference yield:

diethyl cyanophosphonate (2942-58-7) + [(2R,3R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,3-bis-methoxymethoxy-but-(E)-ylidene]-(4-methoxy-benzyl)-amine → (1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-(t-butyldimethylsilyl)oxy-1-cyano-N-(4-methoxybenzyl)butanamide (190902-19-3)

Guidance literature:

In tetrahydrofuran; Yield given;

DOI:10.1016/S0040-4039(97)00636-9

Reference yield: 87.0%

(1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-(t-butyldimethylsilyl)oxy-1-cyano-N-(4-methoxybenzyl)butanamide (190902-19-3) → (1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-hydroxy-1-cyano-N-(4-methoxybenzyl)butanamide (190902-20-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(97)00636-9

upstream raw materials:

diethyl cyanophosphonate

4-methoxy-benzylamine

(2S,3R)-2,3-bis(methoxymethoxy)-4-<(t-butyldimethylsilyl)oxy>butanal

Downstream raw materials:

(1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-hydroxy-1-cyano-N-(4-methoxybenzyl)butanamide

(2R,3R,4R)-2-hydroxymethyl-3,4-dihydro-2H-pyrrole-3,4-diol

(3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-one

(3S,4R,5RS)-N-(4-methoxybenzyl)-3,4-bis(methoxymethyl)oxy-5-cyano-2-pyrrolidinone

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