{tert-Butoxycarbonyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-amino}-acetic acid

Base Information

Chemical Name:{tert-Butoxycarbonyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-amino}-acetic acid
CAS No.:186585-87-5
Molecular Formula:C₃₆H₄₅NO₈
Molecular Weight:619.755
Hs Code.:

Synonyms:{tert-Butoxycarbonyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-amino}-acetic acid

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Chemical Property of {tert-Butoxycarbonyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-amino}-acetic acid

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Technology Process of {tert-Butoxycarbonyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-amino}-acetic acid

There total 10 articles about {tert-Butoxycarbonyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-amino}-acetic 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: 95.0%

: 186585-73-9
{tert-Butoxycarbonyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-amino}-acetic acid methyl ester

: 186585-87-5
{tert-Butoxycarbonyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-amino}-acetic acid

Guidance literature:: With lithium hydroxide; In methanol; water; at 4 ℃;
DOI:10.1016/S0040-4039(96)02121-1

Reference yield:

: 73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6
6-deoxy-L-galactose

: 186585-87-5
{tert-Butoxycarbonyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-amino}-acetic acid

Guidance literature:: Multi-step reaction with 9 steps

1: pyridine

2: BF₃*OEt₂, TMSOTf / acetonitrile / 0 °C

3: NaOMe / methanol

4: NaH, TBAI / tetrahydrofuran

5: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) -78 deg C to 23 deg C

6: Et₃N, MgSO₄ / CH₂Cl₂

7: NaBH₄ / methanol / 0 °C

8: CH₂Cl₂

9: 95 percent / LiOH / methanol; H₂O / 4 °C

With lithium hydroxide; sodium tetrahydroborate; dimethylsulfide; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; magnesium sulfate; ozone; triethylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(96)02121-1

Reference yield:

: 100-39-0
benzyl bromide

: 186585-87-5
{tert-Butoxycarbonyl-[2-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethyl]-amino}-acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: NaH, TBAI / tetrahydrofuran

2: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) -78 deg C to 23 deg C

3: Et₃N, MgSO₄ / CH₂Cl₂

4: NaBH₄ / methanol / 0 °C

5: CH₂Cl₂

6: 95 percent / LiOH / methanol; H₂O / 4 °C

With lithium hydroxide; sodium tetrahydroborate; dimethylsulfide; tetra-(n-butyl)ammonium iodide; sodium hydride; magnesium sulfate; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/S0040-4039(96)02121-1