(2S,4R,5R,6R)-5-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid

Base Information

Chemical Name:(2S,4R,5R,6R)-5-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid
CAS No.:142889-25-6
Molecular Formula:C₄₈H₅₈N₂O₁₅
Molecular Weight:902.993
Hs Code.:

(2S,4R,5R,6R)-5-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid

Synonyms:(2S,4R,5R,6R)-5-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid

Suppliers and Price of (2S,4R,5R,6R)-5-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid

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Chemical Property of (2S,4R,5R,6R)-5-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S,4R,5R,6R)-5-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid

There total 15 articles about (2S,4R,5R,6R)-5-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid 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:

: 55682-48-9
1,6-anhydro-2-azido-3,4-di-O-benzyl-2-deoxy-D-glucopyranose

: 142889-25-6
(2S,4R,5R,6R)-5-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / CF₃COOH / 4 h / 50 °C

2: 71 percent / BF₃*OEt₂ / 1,2-dichloro-ethane / 1 h / 35 °C

3: 70 percent / N-iodosuccinimide, molecular sieves, triflic acid / 1,2-dichloro-ethane; diethyl ether / 0.25 h

4: H₂S, Et₃N / H₂O; pyridine / 1 h

5: pyridine / 4 h

6: AcOH / H₂O / 4 h

7: 0:2 N NaOH / dioxane; methanol / 3 h / Ambient temperature

With pyridine; sodium hydroxide; N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; hydrogen sulfide; acetic acid; triethylamine; trifluoroacetic acid; In 1,4-dioxane; pyridine; methanol; diethyl ether; water; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4020(01)81239-4

Reference yield:

: 142889-24-5
(2S,4R,5R,6R)-5-((2R,3R,4R,5S,6R)-6-Acetoxymethyl-3-acetylamino-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid ethyl ester

: 142889-25-6
(2S,4R,5R,6R)-5-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: With sodium hydroxide; In 1,4-dioxane; methanol; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(01)81239-4

Reference yield:

: 100-39-0
benzyl bromide

: 142889-25-6
(2S,4R,5R,6R)-5-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-(3-benzyloxycarbonylamino-propoxy)-6-((R)-1,2-dihydroxy-ethyl)-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / NaH / dimethylformamide / 1 h

2: 95 percent / CF₃COOH / 4 h / 50 °C

3: 71 percent / BF₃*OEt₂ / 1,2-dichloro-ethane / 1 h / 35 °C

4: 70 percent / N-iodosuccinimide, molecular sieves, triflic acid / 1,2-dichloro-ethane; diethyl ether / 0.25 h

5: H₂S, Et₃N / H₂O; pyridine / 1 h

6: pyridine / 4 h

7: AcOH / H₂O / 4 h

8: 0:2 N NaOH / dioxane; methanol / 3 h / Ambient temperature

With pyridine; sodium hydroxide; N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; hydrogen sulfide; sodium hydride; acetic acid; triethylamine; trifluoroacetic acid; In 1,4-dioxane; pyridine; methanol; diethyl ether; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)81239-4