(R)-6-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenylcarbamoyl]-6-{formyl-[(2R,3R,4S,5S,6R)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-2-yl]-amino}-hexanoic acid methyl ester

Base Information

Chemical Name:(R)-6-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenylcarbamoyl]-6-{formyl-[(2R,3R,4S,5S,6R)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-2-yl]-amino}-hexanoic acid methyl ester
CAS No.:219924-28-4
Molecular Formula:C₄₈H₇₈N₂O₁₄Si
Molecular Weight:935.238
Hs Code.:

(R)-6-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenylcarbamoyl]-6-{formyl-[(2R,3R,4S,5S,6R)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-2-yl]-amino}-hexanoic acid methyl ester

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Chemical Property of (R)-6-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenylcarbamoyl]-6-{formyl-[(2R,3R,4S,5S,6R)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-2-yl]-amino}-hexanoic acid methyl ester

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Technology Process of (R)-6-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenylcarbamoyl]-6-{formyl-[(2R,3R,4S,5S,6R)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-2-yl]-amino}-hexanoic acid methyl ester

There total 5 articles about (R)-6-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenylcarbamoyl]-6-{formyl-[(2R,3R,4S,5S,6R)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-2-yl]-amino}-hexanoic acid methyl 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:

: 64-18-6
formic acid

: 6654-36-0
methyl 6-oxohexanoate

: 108342-87-6
tetra-O-pivaloyl-β-D-galactopyranosylamine

: 219924-10-4
tert-butyl-[(2-isocyanophenyl)methoxy]dimethylsilane

: (S)-6-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenylcarbamoyl]-6-{formyl-[(2R,3R,4S,5S,6R)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-2-yl]-amino}-hexanoic acid methyl ester

: 219924-28-4
(R)-6-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenylcarbamoyl]-6-{formyl-[(2R,3R,4S,5S,6R)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-2-yl]-amino}-hexanoic acid methyl ester

Guidance literature:: With zinc(II) chloride; In tetrahydrofuran; at -78 ℃; for 72h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo982186e

Reference yield:

: 5344-90-1
2-Aminobenzyl alcohol

: 219924-28-4
(R)-6-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenylcarbamoyl]-6-{formyl-[(2R,3R,4S,5S,6R)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-2-yl]-amino}-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / sodium hydride / tetrahydrofuran / 0 - 20 °C

2: 95 percent / pyridine / tetrahydrofuran / Ambient temperature

3: 80 percent / DABCO, triphosgene / CH₂Cl₂ / 1 h / 0 °C

4: ZnCl₂ / tetrahydrofuran / 72 h / -78 °C

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; bis(trichloromethyl) carbonate; sodium hydride; zinc(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo982186e

Reference yield:

: 68847-33-6
2-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]phenylamine

: 219924-28-4
(R)-6-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenylcarbamoyl]-6-{formyl-[(2R,3R,4S,5S,6R)-3,4,5-tris-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-2-yl]-amino}-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / pyridine / tetrahydrofuran / Ambient temperature

2: 80 percent / DABCO, triphosgene / CH₂Cl₂ / 1 h / 0 °C

3: ZnCl₂ / tetrahydrofuran / 72 h / -78 °C

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; bis(trichloromethyl) carbonate; zinc(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo982186e