3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide

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Chemical Name:3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide
CAS No.:310890-14-3
Molecular Formula:C₃₃H₃₉NO₅
Molecular Weight:529.676
Hs Code.:

Synonyms:3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide

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Chemical Property of 3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide

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Technology Process of 3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide

There total 4 articles about 3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide 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: 66.0%

: 31938-11-1
O-tritylhydroxylamine

: 310890-10-9
3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid

: 310890-14-3
3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran;
DOI:10.1016/S0040-4020(00)00687-6

Reference yield:

: 310890-06-3
3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carbaldehyde

: 310890-14-3
3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 3 h

2: 66 percent / EDC; HOBT; N-methylmorpholine / tetrahydrofuran

With 4-methyl-morpholine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; water; tert-butyl alcohol; 1: Oxidation / 2: Condensation;
DOI:10.1016/S0040-4020(00)00687-6

Reference yield:

: 310890-02-9
[3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-yl]-methanol

: 310890-14-3
3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / 4 Angstroem molecular sieves; N-methylmorpholine; TPAP / CH₂Cl₂ / 0.33 h

2: 98 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 3 h

3: 66 percent / EDC; HOBT; N-methylmorpholine / tetrahydrofuran

With 4-methyl-morpholine; sodium chlorite; sodium dihydrogenphosphate; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; 4 A molecular sieve; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 1: Oxidation / 2: Oxidation / 3: Condensation;
DOI:10.1016/S0040-4020(00)00687-6