Methoxy-acetic acid (E)-(1R,2R)-2-acetoxy-1-((R)-1-benzyloxycarbonylamino-2-iodo-ethyl)-pent-3-enyl ester

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Chemical Name:Methoxy-acetic acid (E)-(1R,2R)-2-acetoxy-1-((R)-1-benzyloxycarbonylamino-2-iodo-ethyl)-pent-3-enyl ester
CAS No.:250735-63-8
Molecular Formula:C₂₀H₂₆INO₇
Molecular Weight:519.333
Hs Code.:

Synonyms:Methoxy-acetic acid (E)-(1R,2R)-2-acetoxy-1-((R)-1-benzyloxycarbonylamino-2-iodo-ethyl)-pent-3-enyl ester

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Chemical Property of Methoxy-acetic acid (E)-(1R,2R)-2-acetoxy-1-((R)-1-benzyloxycarbonylamino-2-iodo-ethyl)-pent-3-enyl ester

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Technology Process of Methoxy-acetic acid (E)-(1R,2R)-2-acetoxy-1-((R)-1-benzyloxycarbonylamino-2-iodo-ethyl)-pent-3-enyl ester

There total 7 articles about Methoxy-acetic acid (E)-(1R,2R)-2-acetoxy-1-((R)-1-benzyloxycarbonylamino-2-iodo-ethyl)-pent-3-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: 89.0%

: 250735-62-7
Methoxy-acetic acid (E)-(1R,2R)-2-acetoxy-1-((S)-1-benzyloxycarbonylamino-2-methanesulfonyloxy-ethyl)-pent-3-enyl ester

: 250735-63-8
Methoxy-acetic acid (E)-(1R,2R)-2-acetoxy-1-((R)-1-benzyloxycarbonylamino-2-iodo-ethyl)-pent-3-enyl ester

Guidance literature:: With sodium iodide;
DOI:10.1021/ja992274w

Reference yield:

: 117833-92-8
(4S)-3-benzyloxycarbonyl-2,2-dimethyloxazolidine-4-carbaldehyde

: 250735-63-8
Methoxy-acetic acid (E)-(1R,2R)-2-acetoxy-1-((R)-1-benzyloxycarbonylamino-2-iodo-ethyl)-pent-3-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: MgBr₂*Et₂O / -20 °C

1.2: 95 percent / CH₂Cl₂ / 25 °C

2.1: 93 percent / camphorsulfonic acid; ethylene glycol / tetrahydrofuran / 50 °C

3.1: Et₃N

4.1: DDC; DMAP

5.1: HF

6.1: Et₃N

7.1: 89 percent / NaI

With dmap; camphor-10-sulfonic acid; hydrogen fluoride; ethylene glycol; triethylamine; 2`,3`-dideoxycytidine; sodium iodide; magnesium bromide; In tetrahydrofuran; 1.1: complexation / 1.2: Addition / 2.1: Ring cleavage / 3.1: mesylation / 4.1: Esterification / 5.1: desilylation / 6.1: Acetylation / 7.1: Iodination;
DOI:10.1021/ja992274w

Reference yield:

: 213454-11-6
(S)-4-[(E)-(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-pent-3-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

: 250735-63-8
Methoxy-acetic acid (E)-(1R,2R)-2-acetoxy-1-((R)-1-benzyloxycarbonylamino-2-iodo-ethyl)-pent-3-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / camphorsulfonic acid; ethylene glycol / tetrahydrofuran / 50 °C

2: Et₃N

3: DDC; DMAP

4: HF

5: Et₃N

6: 89 percent / NaI

With dmap; camphor-10-sulfonic acid; hydrogen fluoride; ethylene glycol; triethylamine; 2`,3`-dideoxycytidine; sodium iodide; In tetrahydrofuran; 1: Ring cleavage / 2: mesylation / 3: Esterification / 4: desilylation / 5: Acetylation / 6: Iodination;
DOI:10.1021/ja992274w