{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl ester

Base Information

Chemical Name:{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl ester
CAS No.:181629-31-2
Molecular Formula:C₄₆H₅₈N₂O₉
Molecular Weight:782.975
Hs Code.:

{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl ester

Synonyms:{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl ester

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Chemical Property of {(1S,2R)-3-Benzyloxy-2-hydroxy-1-[3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl ester

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Technology Process of {(1S,2R)-3-Benzyloxy-2-hydroxy-1-[3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl ester

There total 10 articles about {(1S,2R)-3-Benzyloxy-2-hydroxy-1-[3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl 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: 78.0%

: 174713-20-3
(2S,3R)-2-amino-4-benzyloxy-N-(tert-butoxycarbonyl)-3-hydroxybutyric acid

: 181629-29-8
3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propylamine

: 181629-31-2
{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl ester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In chloroform; at 0 ℃; for 14h;
DOI:10.1016/0968-0896(96)00127-7

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 181629-31-2
{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 147 mg / aq. NaOH / dioxane / 3 h / 23 °C

2: 78 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CHCl₃ / 14 h / 0 °C

With sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; chloroform;
DOI:10.1016/0968-0896(96)00127-7

Reference yield:

: 100-39-0
benzyl bromide

: 181629-31-2
{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / Bu₄NI, NaH / tetrahydrofuran / 17 h / 23 °C

2: 1.) 9-borabicyclo<3.3.1>nonane, 2.) 1 N NaOH, 30percent H₂O₂ / 1.) THF, reflux, 3 h, 2.) THF, EtOH, 23 deg C, 14 h

3: TEA / CH₂Cl₂ / 2 h / 0 °C

4: NaN₃ / dimethylformamide / 1 h / 50 °C

5: H₂S (gas) / pyridine; H₂O / 16 h / 23 °C

6: 78 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CHCl₃ / 14 h / 0 °C

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; sodium azide; TEA; hydrogen sulfide; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; pyridine; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1016/0968-0896(96)00127-7