[(R)-1-Hydroxymethyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[(R)-1-Hydroxymethyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-carbamic acid tert-butyl ester
CAS No.:1069116-82-0
Molecular Formula:C₄₃H₅₃NO₈
Molecular Weight:711.896
Hs Code.:

Synonyms:[(R)-1-Hydroxymethyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-carbamic acid tert-butyl ester

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Chemical Property of [(R)-1-Hydroxymethyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-carbamic acid tert-butyl ester

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Technology Process of [(R)-1-Hydroxymethyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-carbamic acid tert-butyl ester

There total 7 articles about [(R)-1-Hydroxymethyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-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: 82.0%

: 246864-29-9
(E)-5,9-andhydro-6,7,8,10-tetra-O-benzyl-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-2,3,4-trideoxy-D-erythro-L-talo-dec-3-enitol

: 1069116-82-0
[(R)-1-Hydroxymethyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-carbamic acid tert-butyl ester

Guidance literature:: With sodium acetate; toluene-4-sulfonic acid hydrazide; at 85 ℃;
DOI:10.1039/a905014k

Reference yield:

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 1069116-82-0
[(R)-1-Hydroxymethyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: NaBH₄

2: NaOMe

3: K₂CO₃ / acetonitrile; methanol / Heating

4: MCPBA; Na₂HPO₄

5: 37 percent / CBr₂F₂; KOH; Al₂O₃ / 2-methyl-propan-2-ol / 60 °C

6: 82 percent / TsNHNH₂; NaOAc / 85 °C

With aluminum oxide; potassium hydroxide; sodium tetrahydroborate; disodium hydrogenphosphate; dibromodifluoromethane; sodium methylate; sodium acetate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; toluene-4-sulfonic acid hydrazide; In methanol; acetonitrile; tert-butyl alcohol; 1: Reduction / 2: Deacetylation / 3: Alkylation / 4: Oxidation / 5: Rearrangement / 6: Reduction;
DOI:10.1039/a905014k

Reference yield:

: 108149-63-9
4-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 1069116-82-0
[(R)-1-Hydroxymethyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe

2: K₂CO₃ / acetonitrile; methanol / Heating

3: MCPBA; Na₂HPO₄

4: 37 percent / CBr₂F₂; KOH; Al₂O₃ / 2-methyl-propan-2-ol / 60 °C

5: 82 percent / TsNHNH₂; NaOAc / 85 °C

With aluminum oxide; potassium hydroxide; disodium hydrogenphosphate; dibromodifluoromethane; sodium methylate; sodium acetate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; toluene-4-sulfonic acid hydrazide; In methanol; acetonitrile; tert-butyl alcohol; 1: Deacetylation / 2: Alkylation / 3: Oxidation / 4: Rearrangement / 5: Reduction;
DOI:10.1039/a905014k