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

Base Information

Chemical Name:(S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-3-acetylamino-6-(2-oxo-ethyl)-tetrahydro-pyran-2-yloxy]-propionic acid benzyl ester
CAS No.:592544-38-2
Molecular Formula:C₃₁H₃₆N₂O₁₂
Molecular Weight:628.633
Hs Code.:

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

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

There total 9 articles about (S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-3-acetylamino-6-(2-oxo-ethyl)-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

: 592544-38-2
(S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-3-acetylamino-6-(2-oxo-ethyl)-tetrahydro-pyran-2-yloxy]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: AgClO₄; 4 Angstroem molecular sieves

2: pyridine

3: 100 percent / Rhodosporidium toruloides esterase / aq. phosphate buffer; various solvent(s) / pH 5

4: DMSO; ClCOCOCl; Et₃N

With pyridine; oxalyl dichloride; 4 A molecular sieve; Rhodosporidium toruloides esterase; silver perchlorate; dimethyl sulfoxide; triethylamine; In phosphate buffer; 4: Swern oxidation;
DOI:10.1002/anie.200351099

Reference yield:

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

: 592544-38-2
(S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-3-acetylamino-6-(2-oxo-ethyl)-tetrahydro-pyran-2-yloxy]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: HBr / acetic acid

2: Zn/Cu

3: ceric ammonium nitrate; NaN₃

4: LiBr

5: AgClO₄; 4 Angstroem molecular sieves

6: pyridine

7: 100 percent / Rhodosporidium toruloides esterase / aq. phosphate buffer; various solvent(s) / pH 5

8: DMSO; ClCOCOCl; Et₃N

With pyridine; sodium azide; oxalyl dichloride; ammonium cerium(IV) nitrate; 4 A molecular sieve; Rhodosporidium toruloides esterase; hydrogen bromide; silver perchlorate; copper; dimethyl sulfoxide; triethylamine; lithium bromide; zinc; In phosphate buffer; acetic acid; 8: Swern oxidation;
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

: 592544-38-2
(S)-2-Benzyloxycarbonylamino-3-[(2S,3R,4R,5S,6R)-4,5-diacetoxy-3-acetylamino-6-(2-oxo-ethyl)-tetrahydro-pyran-2-yloxy]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: ceric ammonium nitrate; NaN₃

2: LiBr

3: AgClO₄; 4 Angstroem molecular sieves

4: pyridine

5: 100 percent / Rhodosporidium toruloides esterase / aq. phosphate buffer; various solvent(s) / pH 5

6: DMSO; ClCOCOCl; Et₃N

With pyridine; sodium azide; oxalyl dichloride; ammonium cerium(IV) nitrate; 4 A molecular sieve; Rhodosporidium toruloides esterase; silver perchlorate; dimethyl sulfoxide; triethylamine; lithium bromide; In phosphate buffer; 6: Swern oxidation;
DOI:10.1002/anie.200351099