((1S,2R)-3-Benzyloxy-2-hydroxy-1-{tetradecylcarbamoylmethyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-propyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((1S,2R)-3-Benzyloxy-2-hydroxy-1-{tetradecylcarbamoylmethyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-propyl)-carbamic acid tert-butyl ester
CAS No.:186585-79-5
Molecular Formula:C₆₁H₈₇N₃O₁₀
Molecular Weight:1022.38
Hs Code.:

((1S,2R)-3-Benzyloxy-2-hydroxy-1-{tetradecylcarbamoylmethyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-propyl)-carbamic acid tert-butyl ester

Synonyms:((1S,2R)-3-Benzyloxy-2-hydroxy-1-{tetradecylcarbamoylmethyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-propyl)-carbamic acid tert-butyl ester

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Chemical Property of ((1S,2R)-3-Benzyloxy-2-hydroxy-1-{tetradecylcarbamoylmethyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-propyl)-carbamic acid tert-butyl ester

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Technology Process of ((1S,2R)-3-Benzyloxy-2-hydroxy-1-{tetradecylcarbamoylmethyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-propyl)-carbamic acid tert-butyl ester

There total 18 articles about ((1S,2R)-3-Benzyloxy-2-hydroxy-1-{tetradecylcarbamoylmethyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-propyl)-carbamic acid tert-butyl 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: 62.0%

: 174713-20-3
(2S,3R)-2-amino-4-benzyloxy-N-(tert-butoxycarbonyl)-3-hydroxybutyric acid

: 186585-76-2
N-Tetradecyl-2-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethylamino]-acetamide

: 186585-79-5
((1S,2R)-3-Benzyloxy-2-hydroxy-1-{tetradecylcarbamoylmethyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-propyl)-carbamic acid tert-butyl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at -20 - 23 ℃;
DOI:10.1016/S0040-4039(96)02121-1

Reference yield:

: 70150-60-6
ethyl 2E-4-(benzyloxy)-2-butenoate

: 186585-79-5
((1S,2R)-3-Benzyloxy-2-hydroxy-1-{tetradecylcarbamoylmethyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-propyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: AD-mix α, MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 4 °C

2: 67 percent / pyridine / 4 °C

3: 82 percent / NaN₃ / dimethylformamide / 50 °C

4: 98 percent / H₂ / Rh/C / ethyl acetate

5: 99 percent / LiOH / methanol; H₂O / 4 °C

6: 62 percent / EDC, HOBt, NMM / dimethylformamide / -20 - 23 °C

With 4-methyl-morpholine; lithium hydroxide; AD-mix-α; sodium azide; methanesulfonamide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; Rh on carbon; In pyridine; methanol; water; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4039(96)02121-1

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 186585-79-5
((1S,2R)-3-Benzyloxy-2-hydroxy-1-{tetradecylcarbamoylmethyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-carbamoyl}-propyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / DBU, LiCl / acetonitrile

2: AD-mix α, MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 4 °C

3: 67 percent / pyridine / 4 °C

4: 82 percent / NaN₃ / dimethylformamide / 50 °C

5: 98 percent / H₂ / Rh/C / ethyl acetate

6: 99 percent / LiOH / methanol; H₂O / 4 °C

7: 62 percent / EDC, HOBt, NMM / dimethylformamide / -20 - 23 °C

With 4-methyl-morpholine; lithium hydroxide; AD-mix-α; sodium azide; methanesulfonamide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; Rh on carbon; In pyridine; methanol; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4039(96)02121-1