Methanesulfonic acid (1R,2S,3R)-1-(benzyloxycarbonylamino-methyl)-2-(4-methoxy-benzyloxy)-3-methoxymethoxy-pent-4-enyl ester

Base Information

Chemical Name:Methanesulfonic acid (1R,2S,3R)-1-(benzyloxycarbonylamino-methyl)-2-(4-methoxy-benzyloxy)-3-methoxymethoxy-pent-4-enyl ester
CAS No.:207679-40-1
Molecular Formula:C₂₅H₃₃NO₉S
Molecular Weight:523.604
Hs Code.:

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

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Chemical Property of Methanesulfonic acid (1R,2S,3R)-1-(benzyloxycarbonylamino-methyl)-2-(4-methoxy-benzyloxy)-3-methoxymethoxy-pent-4-enyl ester

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Technology Process of Methanesulfonic acid (1R,2S,3R)-1-(benzyloxycarbonylamino-methyl)-2-(4-methoxy-benzyloxy)-3-methoxymethoxy-pent-4-enyl ester

There total 9 articles about Methanesulfonic acid (1R,2S,3R)-1-(benzyloxycarbonylamino-methyl)-2-(4-methoxy-benzyloxy)-3-methoxymethoxy-pent-4-enyl 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: 96.0%

: 124-63-0
methanesulfonyl chloride

: 207679-26-3
[(2R,3R,4R)-2-Hydroxy-3-(4-methoxy-benzyloxy)-4-methoxymethoxy-hex-5-enyl]-carbamic acid benzyl ester

: 207679-40-1
Methanesulfonic acid (1R,2S,3R)-1-(benzyloxycarbonylamino-methyl)-2-(4-methoxy-benzyloxy)-3-methoxymethoxy-pent-4-enyl ester

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

Reference yield:

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

: 207679-40-1
Methanesulfonic acid (1R,2S,3R)-1-(benzyloxycarbonylamino-methyl)-2-(4-methoxy-benzyloxy)-3-methoxymethoxy-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 6 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

With titanium(IV) isopropylate; 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;
DOI:10.1021/ja992274w

Reference yield:

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

: 207679-40-1
Methanesulfonic acid (1R,2S,3R)-1-(benzyloxycarbonylamino-methyl)-2-(4-methoxy-benzyloxy)-3-methoxymethoxy-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / NaH

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

3: Ph₃P; H₂O / toluene

4: Et₃N

5: 96 percent / Et₃N

With 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;
DOI:10.1021/ja992274w