(S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-6-(2-acetoxy-ethyl)-3-azido-tetrahydro-pyran-2-yloxy]-propionic acid benzyl ester

Base Information

Chemical Name:(S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-6-(2-acetoxy-ethyl)-3-azido-tetrahydro-pyran-2-yloxy]-propionic acid benzyl ester
CAS No.:592544-34-8
Molecular Formula:C₃₁H₃₆N₄O₁₂
Molecular Weight:656.646
Hs Code.:

Synonyms:(S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-6-(2-acetoxy-ethyl)-3-azido-tetrahydro-pyran-2-yloxy]-propionic acid benzyl ester

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Chemical Property of (S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-6-(2-acetoxy-ethyl)-3-azido-tetrahydro-pyran-2-yloxy]-propionic acid benzyl ester

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Technology Process of (S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-6-(2-acetoxy-ethyl)-3-azido-tetrahydro-pyran-2-yloxy]-propionic acid benzyl ester

There total 5 articles about (S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-6-(2-acetoxy-ethyl)-3-azido-tetrahydro-pyran-2-yloxy]-propionic acid benzyl 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:

: 21209-51-8
N-benzyloxycarbonyl-L-serine benzyl ester

: 592544-33-7
Acetic acid (2R,3S,4R,5R,6R)-4-acetoxy-2-(2-acetoxy-ethyl)-5-azido-6-bromo-tetrahydro-pyran-3-yl ester

: 592544-34-8
(S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-6-(2-acetoxy-ethyl)-3-azido-tetrahydro-pyran-2-yloxy]-propionic acid benzyl ester

Guidance literature:: With 4 A molecular sieve; silver perchlorate;
DOI:10.1002/anie.200351099

Reference yield:

: 1,2,3,4,7-penta-O-acetyl-6-deoxy-α,β-D-galacto-heptopyranose

: 592544-34-8
(S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-6-(2-acetoxy-ethyl)-3-azido-tetrahydro-pyran-2-yloxy]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: HBr / acetic acid

2: Zn/Cu

3: ceric ammonium nitrate; NaN₃

4: LiBr

5: AgClO₄; 4 Angstroem molecular sieves

With sodium azide; ammonium cerium(IV) nitrate; 4 A molecular sieve; hydrogen bromide; silver perchlorate; copper; lithium bromide; zinc; In acetic acid;
DOI:10.1002/anie.200351099

Reference yield:

: 592544-32-6
Acetic acid (2R,3S,4R)-4-acetoxy-2-(2-acetoxy-ethyl)-3,4-dihydro-2H-pyran-3-yl ester

: 592544-34-8
(S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-6-(2-acetoxy-ethyl)-3-azido-tetrahydro-pyran-2-yloxy]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: ceric ammonium nitrate; NaN₃

2: LiBr

3: AgClO₄; 4 Angstroem molecular sieves

With sodium azide; ammonium cerium(IV) nitrate; 4 A molecular sieve; silver perchlorate; lithium bromide;
DOI:10.1002/anie.200351099