3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid, tert-butoxycarbonyl-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, tert-butoxycarbonyl-trityloxy-amide
CAS No.:310890-18-7
Molecular Formula:C₃₈H₄₇NO₇
Molecular Weight:629.794
Hs Code.:

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

There total 6 articles about 3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid, tert-butoxycarbonyl-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: 98.0%

: 24424-99-5
di-tert-butyl dicarbonate

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

: 310890-18-7
3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid, tert-butoxycarbonyl-trityloxy-amide

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/S0040-4020(00)00687-6

Reference yield:

: 31938-11-1
O-tritylhydroxylamine

: 310890-18-7
3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid, tert-butoxycarbonyl-trityloxy-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / EDC; HOBT; N-methylmorpholine / tetrahydrofuran

2: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 20 °C

With 4-methyl-morpholine; dmap; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane; 1: Condensation / 2: Condensation;
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

: 310890-18-7
3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid, tert-butoxycarbonyl-trityloxy-amide

Guidance literature:: Multi-step reaction with 3 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

3: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 20 °C

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