Acetic acid (3R,4S,5S,6R)-2,5-diacetoxy-4-benzyloxycarbonylamino-6-methyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (3R,4S,5S,6R)-2,5-diacetoxy-4-benzyloxycarbonylamino-6-methyl-tetrahydro-pyran-3-yl ester
CAS No.:451505-53-6
Molecular Formula:C₂₀H₂₅NO₉
Molecular Weight:423.42
Hs Code.:

Synonyms:Acetic acid (3R,4S,5S,6R)-2,5-diacetoxy-4-benzyloxycarbonylamino-6-methyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (3R,4S,5S,6R)-2,5-diacetoxy-4-benzyloxycarbonylamino-6-methyl-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (3R,4S,5S,6R)-2,5-diacetoxy-4-benzyloxycarbonylamino-6-methyl-tetrahydro-pyran-3-yl ester

There total 12 articles about Acetic acid (3R,4S,5S,6R)-2,5-diacetoxy-4-benzyloxycarbonylamino-6-methyl-tetrahydro-pyran-3-yl 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:

: 14686-89-6
(1,2:5,6)-di-O-isopropylidene-D-gulose

: 451505-53-6
Acetic acid (3R,4S,5S,6R)-2,5-diacetoxy-4-benzyloxycarbonylamino-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 10 steps

1: pyridine

2: NaN₃, 15-crown-5

3: LiAlH₄ / diethyl ether

4: Na₂CO₃

5: 60percent aq. AcOH / 60 °C

6: pyridine

7: NaI / acetone

8: NaBH₄ / bis-(2-methoxy-ethyl) ether

9: 0.1 N aq. HCl

10: pyridine

With pyridine; hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; 15-crown-5; sodium carbonate; acetic acid; sodium iodide; In diethyl ether; diethylene glycol dimethyl ether; acetone;
DOI:10.1021/ja9815881

Reference yield:

: 13964-23-3
3-azido-3-deoxy-1,2:5,6-di-(O-isopropylidene)-α-D-glucofuranose

: 451505-53-6
Acetic acid (3R,4S,5S,6R)-2,5-diacetoxy-4-benzyloxycarbonylamino-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: LiAlH₄ / diethyl ether

2: Na₂CO₃

3: 60percent aq. AcOH / 60 °C

4: pyridine

5: NaI / acetone

6: NaBH₄ / bis-(2-methoxy-ethyl) ether

7: 0.1 N aq. HCl

8: pyridine

With pyridine; hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium carbonate; acetic acid; sodium iodide; In diethyl ether; diethylene glycol dimethyl ether; acetone;
DOI:10.1021/ja9815881

Reference yield:

: 3253-75-6,13964-21-1,19131-06-7,23344-48-1,26597-75-1,28140-21-8
1,2,5,6-di-O-isopropylidene-3-O-(p-toluenesulfonyl)-α-D-allofuranose

: 451505-53-6
Acetic acid (3R,4S,5S,6R)-2,5-diacetoxy-4-benzyloxycarbonylamino-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: NaN₃, 15-crown-5

2: LiAlH₄ / diethyl ether

3: Na₂CO₃

4: 60percent aq. AcOH / 60 °C

5: pyridine

6: NaI / acetone

7: NaBH₄ / bis-(2-methoxy-ethyl) ether

8: 0.1 N aq. HCl

9: pyridine

With pyridine; hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; 15-crown-5; sodium carbonate; acetic acid; sodium iodide; In diethyl ether; diethylene glycol dimethyl ether; acetone;
DOI:10.1021/ja9815881