(3S,4R,5S)-1-O-(tert-butyldimethylsilyl)-3-[(benzyloxycarbonyl)amino]-4,5-nonadecanediol

Base Information

Chemical Name:(3S,4R,5S)-1-O-(tert-butyldimethylsilyl)-3-[(benzyloxycarbonyl)amino]-4,5-nonadecanediol
CAS No.:634587-04-5
Molecular Formula:C₃₃H₆₁NO₅Si
Molecular Weight:579.937
Hs Code.:

Synonyms:(3S,4R,5S)-1-O-(tert-butyldimethylsilyl)-3-[(benzyloxycarbonyl)amino]-4,5-nonadecanediol

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Chemical Property of (3S,4R,5S)-1-O-(tert-butyldimethylsilyl)-3-[(benzyloxycarbonyl)amino]-4,5-nonadecanediol

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Technology Process of (3S,4R,5S)-1-O-(tert-butyldimethylsilyl)-3-[(benzyloxycarbonyl)amino]-4,5-nonadecanediol

There total 15 articles about (3S,4R,5S)-1-O-(tert-butyldimethylsilyl)-3-[(benzyloxycarbonyl)amino]-4,5-nonadecanediol 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: 65.0%

: 634586-98-4
{(Z)-(S)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-heptadec-2-enyl}-carbamic acid benzyl ester

: 634587-01-2
(3S,4S,5R)-1-O-(tert-butyldimethylsilyl)-3-[(benzyloxycarbonyl)amino]-4,5-nonadecanediol

: 634587-04-5
(3S,4R,5S)-1-O-(tert-butyldimethylsilyl)-3-[(benzyloxycarbonyl)amino]-4,5-nonadecanediol

Guidance literature:: With methanesulfonamide; AD-mix-β; In water; tert-butyl alcohol; at 0 - 20 ℃; for 48h;

Reference yield:

: 634586-95-1
L-2-[(benzyloxycarbonyl)amino]-4-(tert-butyldimethylsilyloxy)-butylaldehyde

: 634587-04-5
(3S,4R,5S)-1-O-(tert-butyldimethylsilyl)-3-[(benzyloxycarbonyl)amino]-4,5-nonadecanediol

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / tetrahydrofuran

2: AD-mix-β

With AD-mix-β; In tetrahydrofuran; 2: Sharpless dihydroxylation;
DOI:10.1002/anie.200454215

Reference yield:

: 1944-80-5
pentadecyltriphenylphosphonium bromide

: 634587-04-5
(3S,4R,5S)-1-O-(tert-butyldimethylsilyl)-3-[(benzyloxycarbonyl)amino]-4,5-nonadecanediol

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hexamethyldisilazide / tetrahydrofuran / -75 °C

2: 85 percent / tetrahydrofuran

3: AD-mix-β

With AD-mix-β; sodium hexamethyldisilazane; In tetrahydrofuran; 3: Sharpless dihydroxylation;
DOI:10.1002/anie.200454215