(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (R)-1-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester

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Chemical Name:(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (R)-1-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester
CAS No.:867155-85-9
Molecular Formula:C₄₀H₆₁NO₇
Molecular Weight:667.927
Hs Code.:

Synonyms:(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (R)-1-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester

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Chemical Property of (S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (R)-1-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester

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Technology Process of (S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (R)-1-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester

There total 3 articles about (S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (R)-1-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl 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: 86.0%

: 867155-81-5
(2S,3R)-2-((S)-2,2-Dimethyl-[1,3]dioxan-4-yl)-hexadecan-3-ol

: 20806-42-2
(R)-N-benzyloxycarbonyl-O-benzyl serine

: 867155-85-9
(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (R)-1-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester

Guidance literature:: (R)-N-benzyloxycarbonyl-O-benzyl serine; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; at 0 ℃; for 1.5h;

(2S,3R)-2-((S)-2,2-Dimethyl-[1,3]dioxan-4-yl)-hexadecan-3-ol; With dmap; In tetrahydrofuran; toluene; at 0 - 25 ℃;
DOI:10.1021/jo050628y

Reference yield:

: 867155-79-1
(3S,4S,5R)-4-Methyl-octadecane-1,3,5-triol

: 867155-85-9
(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (R)-1-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 57 percent / CSA / dimethylformamide / 0.5 h / 25 °C

2.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 1.5 h / 0 °C

2.2: 86 percent / 4-DMAP / tetrahydrofuran; toluene / 0 - 25 °C

With 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo050628y

Reference yield:

: 623936-81-2
{(2R,3R)-3-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-pentadecyl]-oxiranyl}-methanol

: 867155-85-9
(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (R)-1-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / Red-Al / tetrahydrofuran / 18 h / 25 °C

2.1: 57 percent / CSA / dimethylformamide / 0.5 h / 25 °C

3.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 1.5 h / 0 °C

3.2: 86 percent / 4-DMAP / tetrahydrofuran; toluene / 0 - 25 °C

With 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo050628y