Acetic acid (1R,2S,3R)-4-benzyloxycarbonylamino-3-methanesulfonyloxy-2-(4-methoxy-benzyloxy)-1-vinyl-butyl ester

Base Information

Chemical Name:Acetic acid (1R,2S,3R)-4-benzyloxycarbonylamino-3-methanesulfonyloxy-2-(4-methoxy-benzyloxy)-1-vinyl-butyl ester
CAS No.:207679-27-4
Molecular Formula:C₂₅H₃₁NO₉S
Molecular Weight:521.588
Hs Code.:

Synonyms:Acetic acid (1R,2S,3R)-4-benzyloxycarbonylamino-3-methanesulfonyloxy-2-(4-methoxy-benzyloxy)-1-vinyl-butyl ester

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Chemical Property of Acetic acid (1R,2S,3R)-4-benzyloxycarbonylamino-3-methanesulfonyloxy-2-(4-methoxy-benzyloxy)-1-vinyl-butyl ester

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Technology Process of Acetic acid (1R,2S,3R)-4-benzyloxycarbonylamino-3-methanesulfonyloxy-2-(4-methoxy-benzyloxy)-1-vinyl-butyl ester

There total 10 articles about Acetic acid (1R,2S,3R)-4-benzyloxycarbonylamino-3-methanesulfonyloxy-2-(4-methoxy-benzyloxy)-1-vinyl-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: 99.0%

: 108-24-7
acetic anhydride

: 207679-41-2
Methanesulfonic acid (1R,2S,3R)-1-(benzyloxycarbonylamino-methyl)-3-hydroxy-2-(4-methoxy-benzyloxy)-pent-4-enyl ester

: 207679-27-4
Acetic acid (1R,2S,3R)-4-benzyloxycarbonylamino-3-methanesulfonyloxy-2-(4-methoxy-benzyloxy)-1-vinyl-butyl ester

Guidance literature:: With pyridine;
DOI:10.1021/ja9801386

Reference yield:

: 112531-79-0
(3R,4R)-4-(methoxymethoxy)hexa-1,5-dien-3-ol

: 207679-27-4
Acetic acid (1R,2S,3R)-4-benzyloxycarbonylamino-3-methanesulfonyloxy-2-(4-methoxy-benzyloxy)-1-vinyl-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / L-(+)-DIPT; t-BuOOH; Ti(O-i-Pr)4 / -10 °C

2: 84 percent / NaH

3: 74 percent / NaN₃; aq. NH₄Cl / 2-methoxy-ethanol

4: Ph₃P; H₂O / toluene

5: Et₃N

6: 96 percent / Et₃N

7: 74 percent / HCl; MeOH

8: 99 percent / pyridine

With pyridine; titanium(IV) isopropylate; hydrogenchloride; methanol; tert.-butylhydroperoxide; sodium azide; L-(+)-diisopropyl tartrate; water; sodium hydride; ammonium chloride; triethylamine; triphenylphosphine; In 2-methoxy-ethanol; toluene; 1: asymmetric epoxidation / 2: Alkylation / 3: Addition / 4: Reduction / 5: N-acylation / 6: mesylation / 7: methanolysis / 8: Acetylation;
DOI:10.1021/ja992274w

Reference yield:

: 207679-21-8
(1S,2R)-2-(methoxymethoxy)-1-((R)-oxiran-2-yl)but-3-en-1-ol

: 207679-27-4
Acetic acid (1R,2S,3R)-4-benzyloxycarbonylamino-3-methanesulfonyloxy-2-(4-methoxy-benzyloxy)-1-vinyl-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / NaH

2: 74 percent / NaN₃; aq. NH₄Cl / 2-methoxy-ethanol

3: Ph₃P; H₂O / toluene

4: Et₃N

5: 96 percent / Et₃N

6: 74 percent / HCl; MeOH

7: 99 percent / pyridine

With pyridine; hydrogenchloride; methanol; sodium azide; water; sodium hydride; ammonium chloride; triethylamine; triphenylphosphine; In 2-methoxy-ethanol; toluene; 1: Alkylation / 2: Addition / 3: Reduction / 4: N-acylation / 5: mesylation / 6: methanolysis / 7: Acetylation;
DOI:10.1021/ja992274w